benzoic acid-[3]pyridylmethyl ester

Base Information

• Chemical Name: benzoic acid-[3]pyridylmethyl ester
• CAS No.: 58550-50-8
• Molecular Formula: C13H11NO2
• Molecular Weight: 213.236
• Mol file: 58550-50-8.mol

Synonyms:3-Benzoyloxymethylpyridin;Benzoesaeure-[3]pyridylmethylester;benzoic acid-[3]pyridylmethyl ester;

Chemical Property of benzoic acid-[3]pyridylmethyl ester

Chemical Property:

• PSA: 39.19000
• LogP: 2.43860

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzoic acid-[3]pyridylmethyl ester

There total 13 articles about benzoic acid-[3]pyridylmethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

3-hydroxymethylpyridin (100-55-0) + N,N-dimethylbenzamide (611-74-5) → pyridin-3-ylmethyl benzoate (58550-50-8)

Guidance literature:

With cerium(IV) oxide; at 175 ℃; for 30h; Inert atmosphere; Sealed tube;

DOI:10.1002/cctc.201801098

Reference yield: 83.0%

3-hydroxymethylpyridin (100-55-0) + N-benzyl-N-(tert-butoxycarbonyl)-benzamide (85909-02-0) → pyridin-3-ylmethyl benzoate (58550-50-8)

Guidance literature:

With sodium t-butanolate; In toluene; at 150 ℃; for 24h; Sealed tube;

DOI:10.1007/s11426-020-9883-3

Reference yield: 75.0%

3-hydroxymethylpyridin (100-55-0) + 1,3-diphenylpropanedione (120-46-7,61346-73-4) → pyridin-3-ylmethyl benzoate (58550-50-8)

Guidance literature:

With sodium t-butanolate; In tert-Amyl alcohol; at 120 ℃; for 18h; Schlenk technique;

DOI:10.1039/c4ra04618h

upstream raw materials:

3-hydroxymethylpyridin

benzoyl chloride

3-nitroso-1-phenyl-3-(3-pyridylmethyl)urea

benzoic acid

Downstream raw materials:

3-Methylpyridine

3-benzoyloxymethyl-1-methyl-pyridinium; iodide

Refernces

• 1、 Toyao, Takashi,Nurnobi Rashed, Md.,Morita, Yoshitsugu,Kamachi, Takashi,Hakim Siddiki,Ali, Md. A.,Touchy,Kon, Kenichi,Maeno, Zen,Yoshizawa, Kazunari,Shimizu, Ken-ichi. "Esterification of Tertiary Amides by Alcohols Through C?N Bond Cleavage over CeO2". . p. 449 - 456. Retrieved 2018/09/11.
• 2、 Xie, Feng,Yan, Fengxia,Chen, Mengmeng,Zhang, Min. "Base-catalyzed retro-Claisen condensation: A convenient esterification of alcohols via C-C bond cleavage of ketones to afford acylating sources". . p. 29502 - 29508. Retrieved 2014/08/05.