Thionyl Chloride → 2-(4-ethoxyphenyl)acetyl Chloride

HRID 1385894

Reaction equation

[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([OH:13])=O)=[CH:6][CH:5]=1)[CH3:2].S(Cl)([Cl:16])=O>>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([Cl:16])=[O:13])=[CH:6][CH:5]=1)[CH3:2]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 78631Benzeneacetic acid, 4-ethoxy-

Product 1

HCID 116297822-(4-ethoxyphenyl)acetyl Chloride

Procedure

50 g (0.28 mol) of 4-ethoxyphenylacetic acid were treated with 50 ml of thionyl chloride and the mixture was stirred for 24 hours at room temperature. Excess thionyl chloride was removed in vacuo and the residue was distilled under a high vacuum. This gave 39 g (71% of theory) of an oil (boiling point 110° C./53.3 Pa).

Workup

customExcess thionyl chloride was removed in vacuo
distillationthe residue was distilled under a high vacuum

Sources & evidence

ORD record: ord-ab873478ff5c4224a1fffcfd1c5328c0
Source dataset: uspto-grants-2001_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06265398B1

Linked notes

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