Category: 83101-12-6

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 83101-12-6, name is 4-(3-Hydroxypropyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C10H11NO

5 Synthsis of 3-(4-Cyanophenyl)propyl Methanesulfonate A mixture of 3-(4-cyanophenyl)propanol (3.77 g, 23.4 mmol), methanesulfonylchloride (2.96 g, 25.8 mmol), triethylamine (2.60 g, 25.7 mmol) and ethyl acetate (100 ml) was stirred at room temperature for 30 minutes. Then the reaction mixture was diluted with ethyl acetate and successively washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was chromatographed on silica gel (60 g) with hexane-ethyl acetate (1:1) to give 3-(4-cyanophenyl)propane methanesulfonate as a colorless oil (4.79 g, 86percent). 1H-NMR (200 MHz, CDCl3) delta: 7.61 (2H, d, J=8.4 Hz), 7.31 (2H, d, J=8.4 Hz), 4.24 (2H, t, J=6.2 Hz), 3.02 (3H, s), 2.83 (2H, t, J=7.8 Hz), 2.09 (2H, tt, J=7.8 and 6.2 Hz). IR (neat): 3028, 2941, 2227, 1608, 1506, 1351, 1172, 975, 929, 836, 815 cm-1.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 83101-12-6.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6235731; (2001); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 83101-12-6, name is 4-(3-Hydroxypropyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C10H11NO

Example 5: Preparation of further compounds according to the invention.Amidine compounds 8 were synthesised as described by Powers et al. (scheme 2), but we used the procedure with Cu(OTf)2 to prepare the diphenyl phosphonate (20) (Jackson, S. D.; Fraser, S. A.; Ni, L.-M. ; Kam, C-M . ; Winkler, U. ; Johnson, D. A.; Froelich, C. J.; Hudig, D.; and Powers, J. C. Synthesis and Evaluation of Diphenyl Phosphonate Esters as Inhibitors of the Trypsin-like Granzymes A and K and Mast Cell Tryptase. J. Med. Chem., 1998, 41 , 2289-2301). Z-(4-AmPhGly)p(OPh)2 was prepared by a Lewis acid catalyzed amidoalkylation reaction, starting with cyanobenzaldehyde (18a) to give Z-(4- CN-PhGly)p(OPh)2 (20a) which was converted to the amidine (8a) using a Pinner type reaction. The 4-amidinophenylalanine phosphonate diphenyl ester derivative Z-(4- AmPhe)p(OPh)2 was synthesised in the same way from 4-cyanophenylacetaldehyde. 4- EPO Cyanophenylacetaldehyde (18b) was made from 4-cyanobenzaldehyde using a Darzen condensation (scheme 3). 4-(3-Oxo-propyl)-benzonitrile (18c) was synthesised from cyanobenzaldehyde: a Wittig olefination between 4-cyanobenzaldehyde and triphenylphosphoranylidene acetic acid ethyl ester followed by a reduction with NaBH4 afforded 3-(4-cyanophenylpropanol) (21) (Baraldi, G. P.; Cacciari, B.; Romagnoli, R.; Spalluto, G.; Monopoli, A.; Ongini, E. ; Varani, K. and Borea, P. A. 7-Substituted 5-Amino- 2-(2-furyl)pyrazolo[4,3-e]-1 ,2,4-triazolo[1 ,5-c]pyrimidines as A2A Adenosine Receptor Antagonists: A study on the Importance of Modifications at The Side Chain on the Activity and Solubility. J. Med. Chem., 2002, 45, 115-126). This alcohol is oxidised with the Dess Martin reagent to aldehyde 18c.Diphenyl 1-(lambda/-benzyloxycarbonylamino)-1-(4-cyanophenyl)propanephosphonate (20c)3-(4-cyanophenyl)propanol was oxidised with the dess-martin reagent to the aldehyde.The crude product was immediately dissolved in DCM without any further purification. The modified birum Oleksyszin reaction was used to prepare the diphenyl phosphonate. The obtained product was purified with flashchromatography.21percent yield starting from 3-(4-cyanophenyl)propanol1H NMR (CDCI3, 400 MHz); delta 2.1 (m, 1H), 2.35 (m, 1 H), 2.8 (m, 1 H), 2.9 (m, 1H), 4.5 (m,1H), 5.1 (m, 2H), 5.7 (d, 1 H), 7.1-7.4 (m, 16H), 7.5 (m, 3H) MS (ESI) : m/z M+1 = 527

The synthetic route of 83101-12-6 has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 83101-12-6, name is 4-(3-Hydroxypropyl)benzonitrile, molecular formula is C10H11NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. SDS of cas: 83101-12-6

33C 3-(4-Cyanophenyl)propyl methanesulfonate Triethylamine (0.54 ml, 4.03 mmol) and methanesulfonyl chloride (0.30 ml, 4.03 mmol) were added to a solution of 3-(4-cyanophenyl)propan-1-ol (0.50 g, 3.10 mmol) in dry methylene chloride (15 ml), cooled at 0C and under inert atmosphere. The reaction mixture was stirred at 0C for 2 hours, after that was diluted with methylene chloride (50 ml), washed in succession with 0.05M HCl, with a NaCl saturated solution, dried and the solvent was evaporated off. 0.675 g of the title compound were obtained as a semi-solid oil (94% yield). 1H N.M.R. (300 MHz, CDCl3) delta ppm: 1.89 (m, 2H); 2.63 (t, 2H); 2.85 (s, 3H); 4.05 (t, 2H); 7.14 (d, 2H); 7.38 (d, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 83101-12-6, its application will become more common.

Reference:
Patent; LABORATORIOS MENARINI S.A.; EP775133; (2001); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts