Ethanol → Ethyl 2-[4-(cyclopropanecarbonyl)phenyl]-2-methylpropanoate

Reaction equation

[CH:1]1([C:4]([C:6]2[CH:11]=[CH:10][C:9]([C:12]([CH3:17])([CH3:16])[C:13](N)=[O:14])=[CH:8][CH:7]=2)=[O:5])[CH2:3][CH2:2]1.[CH2:18]([OH:20])[CH3:19]>>[CH:1]1([C:4]([C:6]2[CH:11]=[CH:10][C:9]([C:12]([CH3:17])([CH3:16])[C:13]([O:20][CH2:18][CH3:19])=[O:14])=[CH:8][CH:7]=2)=[O:5])[CH2:3][CH2:2]1

Participants

Reactant 2

HCID 702Ethanol

HCID 234998512-(4-Cyclopropanecarbonyl-phenyl)-2-methylpropionamide

Product 1

HCID 9813859Ethyl 2-[4-(cyclopropanecarbonyl)phenyl]-2-methylpropanoate

Procedure

Dissolve 2-(4-cyclopropanecarbonyl-phenyl)-2-methyl-propionamide (100 mg) in ethanol and bubble in hydrochloride gas for 5 minutes while stirring. Reflux for 10 hours, distill off the ethanol and extract into ethyl acetate. Evaporate the solvent in vacuo to give the title compound as an oil (50 mg).

Workup

custombubble in hydrochloride gas for 5 minutes
temperatureReflux for 10 hours
distillationdistill off the ethanol
extractionextract into ethyl acetate
customEvaporate the solvent in vacuo

Sources & evidence

ORD record: ord-e254ad9cb8d346aaa988dfc83e988127
Source dataset: uspto-grants-2003_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06559312B2

Reaction notes

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