1-Bromo-4-methoxy-2-methylbenzene → HCID 21996981, compound

HRID 1978232Notes

Reaction equation

HRID 1978232 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:17][CH3:18])=[C:6]([CH:16]=1)[C:7]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)=[O:8].Br[C:20]1C=CC(OC)=CC=1C>>[Br:1][C:2]1[C:3]([CH3:20])=[CH:4][C:5]([O:17][CH3:18])=[C:6]([CH:16]=1)[C:7]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)=[O:8]

Participants

3

Reactant 2

HCID 1179151-Bromo-4-methoxy-2-methylbenzene2×HCID 21996993HCID 21996993, compound2×

Product 1

HCID 21996981HCID 21996981, compound

Procedure

Employing the same general procedure as for the preparation 5-bromo-2-methoxy-4′-methylbenzophenone (Compound H), 780 mg (3.9 mmol) of 4-bromo-1-methoxy-3-methylbenzene (Compound E) was converted into the title compound using 260 mg (1.9 mmol) of aluminum chloride, 0.6 mL (0.7 g, 4.7 mmol) of p-toluoyl chloride and 17 mL of dichloromethane. Purification by flash chromatography (silica, 5% ethyl acetate in hexane) gave the title compound as a white solid.

Sources & evidence

ORD record
ord-f07653caaca4497b9ac92301db52e1ef
Source dataset
uspto-grants-2001_05
Patent number
US06235923B1

Reaction notes

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