HCID 12088903, compound → HCID 22218198, compound

HRID 1166643Notes

Reaction equation

HRID 1166643 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([CH3:15])([CH3:14])[CH2:8][CH2:9][C:10]2=O)=[CH:5][C:4]=1[CH3:16].[C:17]([Mg]Cl)([CH3:20])([CH3:19])[CH3:18]>>[C:17]([C:10]1[C:11]2[C:6](=[CH:5][C:4]([CH3:16])=[C:3]([O:2][CH3:1])[CH:12]=2)[C:7]([CH3:15])([CH3:14])[CH2:8][CH:9]=1)([CH3:20])([CH3:19])[CH3:18]

Participants

3

Reactant 2

HCID 12088903HCID 12088903, compound2×HCID 178418310HCID 178418310, compound

Product 1

HCID 22218198HCID 22218198, compoundYield 36%

Procedure

Following General Procedure A, 7-methoxy-4,4,6-trimethyl-3,4-dihydro-2H-naphthalen-1-one (Compound 6, 1.5 g, 6.9 mmol) was reacted with a solution of 2M tert-butylmagnesium chloride (12 mL, 23 mmol), and the crude product was purified by flash column (hexane:ethyl acetate=4:1) to give 0.63 g (36%) of the title product as a clear oil.

Workup

  1. customthe crude product was purified by flash column (hexane:ethyl acetate=4:1)

Sources & evidence

ORD record
ord-24b3777479a04696a137b659554aa1e6
Source dataset
uspto-grants-2003_09
Patent number
US06613917B1

Reaction notes

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