Thionyl Chloride → 3-(1-Cyanoethyl)benzoyl chloride

HRID 64225Notes

Reaction equation

[C:1]([CH:3]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8](O)=[O:9])[CH3:4])#[N:2].S(Cl)([Cl:16])=O>>[C:1]([CH:3]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([Cl:16])=[O:9])[CH3:4])#[N:2]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 983703-(1-Cyanoethyl)benzoic acid

Product 1

HCID 30163933-(1-Cyanoethyl)benzoyl chloride

Conditions

Temperature: 80 °C

Procedure

Thionyl chloride (10 mL) was added at 0° C. to 3-(l-cyanoethyl)benzoic acid (12, 500 mg, 2.85 mmol). The reaction mixture was heated at 80° C. for 2 h. The excess thionyl chloride was removed to give 3-(l-cyanoethyl)benzoyl chloride, which was used without further purification.

Workup

customThe excess thionyl chloride was removed

Sources & evidence

ORD record: ord-8877b751d591410e9acb89acc69b4fd4
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09447134B2

Reaction notes

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