3,4-Dihydro-1-(4-methylphenyl)-4,4-dimethyl-6-acetylnaphthalene → 1-(3,3-Dimethyl-1-p-tolyl-3H-inden-5-yl)-ethanone

HRID 2114087Notes

Reaction equation

HRID 2114087 reaction equation
[CH3:1][C:2]1([CH3:22])[C:11]2[CH:10]=[C:9]([C:12](=[O:14])[CH3:13])[CH:8]=[CH:7][C:6]=2[C:5]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)=[CH:4]C1.BrC1C=C2C(C(C3C=CC(C)=CC=3)=CC2(C)C)=CC=1>>[CH3:1][C:2]1([CH3:22])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12](=[O:14])[CH3:13])[CH:10]=2)[C:5]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)=[CH:4]1

Participants

3

Reactant 2

HCID 223237763,4-Dihydro-1-(4-methylphenyl)-4,4-dimethyl-6-acetylnaphthalene2×HCID 574238156-Bromo-1,1-dimethyl-3-p-tolyl-1H-indene2×

Product 1

HCID 574238161-(3,3-Dimethyl-1-p-tolyl-3H-inden-5-yl)-ethanoneYield 78%

Procedure

Following a procedure similar to that for the preparation of 1-(8,8-dimethyl-5-p-tolyl-7,8-dihydro-naphthalen-2-yl)-ethanone (Compound 5) while using 6-bromo-1,1-dimethyl-3-p-tolyl-1H-indene (Compound 13, 980 mg, 3.14 mmol) as the starting material afforded the title compound (678 mg, 78% yield) as a yellow solid:

Sources & evidence

ORD record
ord-d2e9933bb2eb4e0594325977e99ebd7f
Source dataset
uspto-grants-2008_10
Patent number
US07432388B2

Reaction notes

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