6-Bromo-4,4-dimethyl-3,4-dihydronaphthalen-1(2H)-one → 5-bromo-3,3-dimethyl-2,3-dihydro-1H-inden-1-one

HRID 2114085Notes

Reaction equation

HRID 2114085 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[CH2:7]C[C:5]2([CH3:14])[CH3:13].BrC1C=C2C(CCC2(C)C)=CC=1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[CH2:7][C:5]2([CH3:13])[CH3:14]

Participants

3

Reactant 2

HCID 118319356-Bromo-4,4-dimethyl-3,4-dihydronaphthalen-1(2H)-one2×HCID 124417856-bromo-1,1-dimethyl-2,3-dihydro-1H-indene2×

Product 1

HCID 124417825-bromo-3,3-dimethyl-2,3-dihydro-1H-inden-1-oneYield 75%

Procedure

Following a procedure similar to that for the preparation of 6-bromo-4,4-dimethyl-3,4-dihydro-2H-naphthalen-1-one (Compound 3) while using 6-bromo-1,1-dimethyl-indan (Compound 11, 2.45 g, 10.9 mmol) as the starting material afforded the title compound (1.95 g, 75% yield) as a white solid:

Sources & evidence

ORD record
ord-6265c15b0bdb40f196aba492004b4b89
Source dataset
uspto-grants-2008_10
Patent number
US07432388B2

Reaction notes

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