4-Chloro-alpha-cyclopropyl-alpha-methylbenzenemethanol → HCID 58392327, compound

HRID 561470Notes

Reaction equation

HRID 561470 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=O)=[C:4]([F:12])[CH:3]=1.[CH2:13]([Mg]Br)[CH3:14].[CH:17]1(C(C2C=CC(Cl)=CC=2)(O)C)C[CH2:18]1>O1CCCC1>[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([OH:8])([CH2:13][CH3:14])[CH2:17][CH3:18])=[C:4]([F:12])[CH:3]=1

Participants

5

Reactant 3

HCID 234634-Chloro-alpha-cyclopropyl-alpha-methylbenzenemethanolHCID 2759832Methyl 4-chloro-2-fluorobenzoateHCID 178418443HCID 178418443, compound

Product 1

HCID 58392327HCID 58392327, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared starting from 2.00 g (10.61 mmol) of methyl 4-chloro-2-fluorobenzoate and 31.8 ml (31.82 mmol) of a 1N solution of ethylmagnesium bromide in tetrahydrofuran in analogy to the synthesis of the compound from Example 138A. 1.27 g (55% of theory) of the title compound were obtained.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-15b46233795040f89ad33a2c137cd673
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

Loading…