4-Chloro-alpha-cyclopropyl-alpha-methylbenzenemethanol → 1-Cyclopropyl-1-(3-fluoro-4-methoxyphenyl)ethanol

HRID 561464

Reaction equation

HRID 561464 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([F:12])[CH:5]=1)=[O:3].[CH:13]1([Mg]Br)[CH2:15][CH2:14]1.C1(C(C2C=CC(Cl)=CC=2)(O)C)CC1>O1CCCC1>[CH:13]1([C:2]([C:4]2[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([F:12])[CH:5]=2)([OH:3])[CH3:1])[CH2:15][CH2:14]1

Participants

5

Reactant 3

HCID 234634-Chloro-alpha-cyclopropyl-alpha-methylbenzenemethanolHCID 968281-(3-Fluoro-4-methoxyphenyl)ethan-1-oneHCID 178418630HCID 178418630, compound

Product 1

HCID 583922231-Cyclopropyl-1-(3-fluoro-4-methoxyphenyl)ethanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared starting from 1.50 g (8.92 mmol) of 3-fluoro-4-methoxyacetophenone and 35.7 ml (17.8 mmol) of a 0.5N solution of cyclopropylmagnesium bromide in tetrahydrofuran in analogy to the synthesis of the compound from Example 138A. 1.38 g (74% of theory) of the title compound were obtained.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-76d9f13cfe57458898b4fedd9bb1be65
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Linked notes

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