Oxalyl chloride → 4-Benzyloxy-2-(1-o-tolylethoxy)benzoyl chloride

HRID 322924Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[C:11]([O:18][CH:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[CH3:27])[CH3:20])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:31])=O>ClCCl>[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([Cl:31])=[O:14])=[C:11]([O:18][CH:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[CH3:27])[CH3:20])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 25 °C

Procedure

A solution of 4-benzyloxy-2-(1-o-tolylethoxy)benzoic acid (2.5 g) in dichloromethane (50 mL) is treated with a 2 M solution of oxalyl chloride in dichloromethane (6.5 mL) and stirred at 25° C. for 3.5 hours. The mixture is evaporated to give 4-benzyloxy-2-(1-o-tolylethoxy)benzoyl chloride as a brown liquid (2.73 g).

Workup

customThe mixture is evaporated

Sources & evidence

ORD record: ord-f7b6dee8fca34d0d9d4e838efb94ef69
Source dataset: uspto-grants-2001_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06211234B1

Reaction notes

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