(R)-O-Acetylmandelic acid chloride

Base Information

• Chemical Name: (R)-O-Acetylmandelic acid chloride
• CAS No.: 49845-69-4
• Molecular Formula: C10H9 Cl O3
• Molecular Weight: 212.633
• Mol file: 49845-69-4.mol

Synonyms:Benzeneacetylchloride, a-(acetyloxy)-, (R)-; (R)-(-)-Acetylmandeloyl chloride;(R)-2-Acetoxy-2-phenylacetyl chloride; (R)-a-Acetoxybenzeneacetylchloride; D-2-Acetoxy-2-phenylacetyl chloride; O-Acetyl-D-(-)-mandeloylchloride; O-Acetyl-D-mandeloyl chloride

Chemical Property of (R)-O-Acetylmandelic acid chloride

Chemical Property:

• Boiling Point: 260.5±0.0 °C(Predicted)
• PSA: 54.37000
• Density: 1.265±0.06 g/cm3(Predicted)
• LogP: 1.68800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(R)-O-ACETYLMANDELIC ACID CHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-O-Acetylmandelic acid chloride

There total 4 articles about (R)-O-Acetylmandelic 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: 99.0%

(R)-(-)-O-acetylmandelic acid (51019-43-3) → (R)-O-acetylmandeloyl chloride (49845-69-4)

Guidance literature:

With thionyl chloride;

DOI:10.1021/ja00282a052

Reference yield: 95.0%

(R)-Mandelic Acid (611-71-2) + acetyl chloride (75-36-5) → (R)-O-acetylmandeloyl chloride (49845-69-4)

Guidance literature:

(R)-Mandelic Acid; acetyl chloride; for 2h;

With thionyl chloride; at 75 ℃; for 3h;

DOI:10.1016/j.poly.2018.11.003

Reference yield:

(R)-Mandelic Acid (611-71-2) → (R)-O-acetylmandeloyl chloride (49845-69-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 2 h / 20 °C

2: 31.9 g / SOCl₂ / 3 h / Heating

With thionyl chloride;

DOI:10.1055/s-2004-829184

upstream raw materials:

(R)-(-)-O-acetylmandelic acid

(R)-Mandelic Acid

2-acetoxy-2-phenylacetic acid

acetyl chloride

Downstream raw materials:

N-isopropyl-O-acetylmandelamide

Acetic acid (R)-2-oxo-1-phenyl-2-piperidin-1-yl-ethyl ester

(R,R)-2-acetoxyphenylmethyl-4-isopropyl-4,5-dihydro-oxazole

(R,S)-2-acetoxyphenylmethyl-4-tert-butyl-4,5-dihydro-oxazole

Refernces

• 1、 Li, Liping,Duan, Zhongwei,Bai, Donghui,Lu, Fang,Hao, Jiejie,Zhu, Tianjiao,Li, Deihai. "Design, synthesis and lipid-lowering activities of penipyridone derivatives". . . Retrieved 2021.
• 2、 Guo, Huan,Li, Jing,Liu, Delong,Zhang, Wanbin. "The Synthesis of Chiral α-Aryl α-Hydroxy Carboxylic Acids via RuPHOX-Ru Catalyzed Asymmetric Hydrogenation". . p. 3665 - 3673. Retrieved 2017/09/11.