Thionyl Chloride → 2-(Benzyloxy)benzoyl chloride

HRID 38641Notes

Reaction equation

HRID 38641 reaction equation
[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11](O)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O=S(Cl)[Cl:20]>C1(C)C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([Cl:20])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 18105812-Benzyloxybenzoic acid

Product 1

HCID 109993552-(Benzyloxy)benzoyl chlorideYield 79.07%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a suspension of 78 (3.1 g, 13.6 mmol) in dry toluene (150 ml)was added SOCl2 (12.9 g, 109.1 mmol). The mixture was reflux for 8 h and evaporated to give 83 as yellow liquid to use directly in the next step. (2.55 g, 10.3 mmol). Yield: 79.07%.

Workup

  1. temperatureThe mixture was reflux for 8 h
  2. customevaporated

Sources & evidence

ORD record
ord-823eafc0fd1c4645ba8585c254f1e3b4
Source dataset
uspto-grants-2013_09
Patent number
US08524740B2

Reaction notes

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