p-Bromoacetophenone → 4'-Hydroxyacetophenone

HRID 1424753Notes

Reaction equation

I[C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.BrC1C=CC(C(=[O:20])C)=CC=1.[OH-].[Cs+]>>[OH:20][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 7466p-Bromoacetophenone

HCID 62750Cesium hydroxide

HCID 728691-(4-Iodophenyl)ethan-1-one

Product 1

HCID 74694'-Hydroxyacetophenone

Procedure

Following general operating mode A, 4′-iodoacetophenone or 4′-bromo acetophenone (246 mg or 199 mg, 1.0 mmol) were reacted with cesium hydroxide at respectively 110 or 130° C. to afford the expected product in the form of a white solid at respective yields of 90% and 84% (eluant: ethyl acetate/heptane 20:80).

Sources & evidence

ORD record: ord-4732dbec61804707a8694c458b356477
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08927779B2

Reaction notes

Loading…