3-Phenylmethoxypropanoic acid chloride

Base Information

• Chemical Name: 3-Phenylmethoxypropanoic acid chloride
• CAS No.: 4244-66-0
• Molecular Formula: C10H11ClO2
• Molecular Weight: 198.649
• Mol file: 4244-66-0.mol

Synonyms:3-Benzyloxypropionyl chloride;(S)-benzyloxypropionyl chloride;3-(benzyloxy)propanoyl chloride;3-Benzyloxy-propionyl chloride;3-Benzyloxypropionic acid chloride;3-(benzyloxy)propionylchloride;β-benzyloxypropionyl chloride;

Chemical Property of 3-Phenylmethoxypropanoic acid chloride

Chemical Property:

• Boiling Point: 141 - 145 °C (11 mmHg)
• PSA: 26.30000
• LogP: 2.35870

Purity/Quality:

98%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Phenylmethoxypropanoic acid chloride

There total 7 articles about 3-Phenylmethoxypropanoic acid chloride 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: 90.0%

3-(benzyloxy)propanoic acid (27912-85-2) → 3-benzyloxypropionyl chloride (4244-66-0)

Guidance literature:

With oxalyl dichloride; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere; Cooling with ice;

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → 3-benzyloxypropionyl chloride (4244-66-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Na / 2 h / 20 °C

1.2: 47 percent / 20 °C

2.1: 632 mg / oxalyl chloride / benzene / 3 h / 20 °C

With oxalyl dichloride; sodium; In benzene;

DOI:10.1021/ja010479a

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → 3-benzyloxypropionyl chloride (4244-66-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / 24 h / 75 °C

2: SOCl₂ / 2 h / Heating

With thionyl chloride;

DOI:10.1021/jm980550w

upstream raw materials:

3-(benzyloxy)propanoic acid

benzyl alcohol

3-benzyloxypropan-1-ol

3-benzyloxypropionitrile

Downstream raw materials:

4-(3-benzyloxy-propionyl)-6-methyl-morpholine-2,5-dione

N-<3-Benzyloxy-propionyl>-glycin

5-Benzyloxy-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-pentanoic acid (4-methoxy-benzyl)-[(4-methoxy-benzylcarbamoyl)-methyl]-amide

benzyl 5-benzyloxy-2-bromopenta-2,3-dienoate

Refernces

• 1、 Lawer, Aggie,Epton, Ryan G.,Stephens, Thomas C.,Palate, Kleopas Y.,Lodi, Mahendar,Marotte, Emilie,Lamb, Katie J.,Sangha, Jade K.,Lynam, Jason M.,Unsworth, William P.. "Evaluating the Viability of Successive Ring-Expansions Based on Amino Acid and Hydroxyacid Side-Chain Insertion". supporting information. p. 12674 - 12683. Retrieved 2020/09/17.
• 2、 Stephens, Thomas C.,Lawer, Aggie,French, Thomas,Unsworth, William P.. "Iterative Assembly of Macrocyclic Lactones using Successive Ring Expansion Reactions". supporting information. p. 13947 - 13953. Retrieved 2018/09/14.