Thionyl Chloride → 3-Benzyloxy-4-methoxybenzoyl chloride

HRID 2268866Notes

Reaction equation

HRID 2268866 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:17]=1[O:18][CH3:19])[C:12](O)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:22])=O>>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:17]=1[O:18][CH3:19])[C:12]([Cl:22])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 940573-Benzyloxy-p-anisic acid

Product 1

HCID 109677953-Benzyloxy-4-methoxybenzoyl chlorideYield 98%

Procedure

A solution of 3-benzyloxy-4-methoxy-benzoic acid (35.86 g, 0.139 mole), prepared as described in example 53, in thionyl chloride (150 ml) was refluxed for 2 hours under N2, evaporated to dryness and taken up twice in toluene (100 ml) to give 35.01 g of the title compound (yield: 98%).

Workup

  1. temperaturewas refluxed for 2 hours under N2
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-d29d08aefc924e338d9e8ee0e76787a8
Source dataset
uspto-grants-2001_12
Patent number
US06329370B1

Reaction notes

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