Benzophenone → 3-Ethylbenzophenone

HRID 1650017Notes

Reaction equation

HRID 1650017 reaction equation
[C:1]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(OCC)(O[CH2:19][CH3:20])(=O)=O.[Cl-].[Al+3].[Cl-].[Cl-]>>[CH2:19]([C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=1)[C:1]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8])[CH3:20]

Participants

4

Reactant 3

HCID 3102BenzophenoneHCID 6163Diethyl SulfateHCID 6451240Aluminum(III) Chloride

Product 1

HCID 5837303-Ethylbenzophenone

Procedure

Friedel-Crafts alkylation is carried out with benzophenone and diethyl sulfate in the presence of aluminum chloride to form 3-ethylbenzophenone. It is then subjected to bromination using N-bromosuccinimide to produce 3-(1-bromoethyl)benzophenone, which is then subjected to alkali hydrolysis to obtain 3-(1-hydroxyethyl)benzophenone. This compound is further reacted with carbon monoxide to obtain ketoprofen (Spanish Patent No. 452,500). ##STR4##

Sources & evidence

ORD record
ord-8ca69273dd56416994935a28a98e1360
Source dataset
uspto-grants-1990_05
Patent number
US04922052

Reaction notes

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