Oxalyl chloride → 3-Isopropoxy-phenyl-acetyl chloride

HRID 343682Notes

Reaction equation

HRID 343682 reaction equation
[CH:1]([O:4][C:5]1[CH:6]=[C:7]([CH2:11][C:12]([OH:14])=O)[CH:8]=[CH:9][CH:10]=1)([CH3:3])[CH3:2].C(Cl)(=O)C([Cl:18])=O>CN(C)C=O.ClCCl>[CH:1]([O:4][C:5]1[CH:6]=[C:7]([CH2:11][C:12]([Cl:18])=[O:14])[CH:8]=[CH:9][CH:10]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 166389242-(3-(Propan-2-yloxy)phenyl)acetic acid

Product 1

HCID 183334403-Isopropoxy-phenyl-acetyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
-5 °C

Procedure

Combine 3-isopropoxy-phenyl-acetic acid (0.5 g, 2.6 mmol) and dichloromethane (5 mL). Cool to -5° C. using a ice-salt bath. Add 2 drops of dimethylformamide followed by dropwise addition of oxalyl chloride (0.34 g, 2.7 mmol) after 1 hour, warm the reaction mixture to ambient temperature. After 2 hours, evaporate the reaction mixture in vacuo to give the title compound as a liquid.

Workup

  1. temperaturewarm the reaction mixture to ambient temperature
  2. customevaporate the reaction mixture in vacuo

Sources & evidence

ORD record
ord-d75d4092ba1242de90ec60327ce6d1ad
Source dataset
uspto-grants-1999_01
Patent number
US05861416

Reaction notes

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