HCID 13412254, compound → HCID 22218246, compound

Reaction equation

[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:14])([CH3:13])[CH2:7][CH2:8][C:9]2=O)=[CH:4][C:3]=1[O:15][CH3:16].[CH:17]([Mg]Br)([CH3:19])[CH3:18]>>[Br:1][C:2]1[CH:11]=[C:10]2[C:5](=[CH:4][C:3]=1[O:15][CH3:16])[C:6]([CH3:14])([CH3:13])[CH2:7][CH:8]=[C:9]2[CH:17]([CH3:19])[CH3:18]

Participants

Reactant 2

HCID 13412254HCID 13412254, compound2×

HCID 178418365HCID 178418365, compound

Product 1

HCID 22218246HCID 22218246, compoundYield 68%

Procedure

Following General Procedure A, 7-bromo-6-methoxy-4,4-dimethyl-3,4-dihydro-2H-naphthalen-1-one (Compound 92, 1.0 g, 3.5 mmol) was reacted with i-PrMgBr to afford 0.74 g (68%) of the title compound as a white solid.

Sources & evidence

ORD record: ord-b731eafdb37745ce9c2a7dc9fe790d99
Source dataset: uspto-grants-2003_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06613917B1

Reaction notes

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