Acetic Anhydride → HCID 14576922, compound

HRID 1904629Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:13]([C:14]3[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=3)[CH2:12][CH2:11][CH2:10][C:9]2=[O:21])=[CH:4][CH:3]=1.[C:22](OC(=O)C)(=[O:24])[CH3:23]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:13]([C:14]3[CH:15]=[CH:16][C:17]([O:20][C:22](=[O:24])[CH3:23])=[CH:18][CH:19]=3)[CH2:12][CH2:11][CH2:10][C:9]2=[O:21])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 14576914HCID 14576914, compound

Product 1

HCID 14576922HCID 14576922, compoundYield 80%

Conditions

Temperature: 120 °C

Procedure

To 1.00 g of 1-(4-chlorophenyl)-6-(4-hydroxyphenyl)-2-piperidone was added 25 ml of acetic anhydride and the mixture was stirred at 120° C. for 1 hour. The solvent was evaporated under reduced pressure and the residue was recrystallized from ethyl acetate to give 910 mg of 1-(4-chlorophenyl)-6-(4-acetoxyphenyl)-2-piperidone as colorless prisms.

Workup

customThe solvent was evaporated under reduced pressure
customthe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record: ord-2fe68a267463413d994c495275dffb29
Source dataset: uspto-grants-1989_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04839360

Reaction notes

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