N-Phenoxyacetamide

Base Information

• Chemical Name: N-Phenoxyacetamide
• CAS No.: 5661-50-7
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Mol file: 5661-50-7.mol

Synonyms:N-Acetyl-O-phenyl-hydroxylamin;

Chemical Property of N-Phenoxyacetamide

Chemical Property:

• PSA: 41.82000
• LogP: 1.95680

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-Phenoxyacetamide

There total 5 articles about N-Phenoxyacetamide 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: 72.0%

O-phenylhydroxylamine (4846-21-3) + acetyl chloride (75-36-5) → N-(phenoxy)acetamide (5661-50-7)

Guidance literature:

at 0 ℃; for 2h;

DOI:10.1002/adfm.201605245

Reference yield:

O-phenylhydroxylamine (4846-21-3) + acetic anhydride (108-24-7) → N-(phenoxy)acetamide (5661-50-7)

Guidance literature:

In diethyl ether; at 20 ℃; for 3h; Cooling with ice; Inert atmosphere;

DOI:10.1039/c4cc05485g

Reference yield:

phenylboronic acid (98-80-6) → N-(phenoxy)acetamide (5661-50-7)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(l) chloride; pyridine / 1,2-dichloro-ethane / 48 h / 20 °C / Molecular sieve

2: hydrazine hydrate / methanol; chloroform / 20 °C

3: sodium carbonate / ethyl acetate; water / 2 h / 0 °C

With pyridine; sodium carbonate; hydrazine hydrate; copper(l) chloride; In methanol; chloroform; water; ethyl acetate; 1,2-dichloro-ethane;

DOI:10.1002/anie.201300881

upstream raw materials:

O-phenylhydroxylamine

acetyl chloride

phenylboronic acid

2-phenoxyisoindol-1,3-dione

Downstream raw materials:

phenol

2,3-diphenylbenzofuran

2,3-bis(4-methoxyphenyl)benzo[b]furan

2,3-bis(4-chlorophenyl)benzo[b]furan

Refernces

• 1、 Chen, Yiliang,Guo, Duojing,Jing, Maofeng,Li, Ji,Li, Yu,Liu, Hao,Wang, Biao,Wei, Lirong,Yan, Wei,Ye, Yonghao,Yu, Na,Zhao, Jing,Zheng, Ying. "An Activity-Based Sensing Fluorogenic Probe for Monitoring Ethylene in Living Cells and Plants". supporting information. p. 21934 - 21942. Retrieved 2021/08/30.
• 2、 Pan, Jin-Long,Liu, Chang,Chen, Chao,Liu, Tuan-Qing,Wang, Man,Sun, Zhenliang,Zhang, Shu-Yu. "Dual Directing-Groups-Assisted Redox-Neutral Annulation and Ring Opening of N-Aryloxyacetamides with 1-Alkynylcyclobutanols via Rhodium(III)-Catalyzed C-H/C-C Activations". supporting information. p. 2823 - 2827. Retrieved 2019/04/30.