4-Chloro-alpha-cyclopropyl-alpha-methylbenzenemethanol → Benzenemethanol, alpha-cyclopropyl-alpha-methyl-4-(trifluoromethyl)-

HRID 561463

Reaction equation

HRID 561463 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:11])[CH3:10])=[CH:5][CH:4]=1.[CH:14]1([Mg]Br)[CH2:16][CH2:15]1.C1(C(C2C=CC(Cl)=CC=2)(O)C)CC1>O1CCCC1>[CH:14]1([C:9]([C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:12])[F:13])=[CH:8][CH:7]=2)([OH:11])[CH3:10])[CH2:16][CH2:15]1

Participants

5

Reactant 3

HCID 234634-Chloro-alpha-cyclopropyl-alpha-methylbenzenemethanolHCID 697311-(4-(Trifluoromethyl)phenyl)ethan-1-oneHCID 178418630HCID 178418630, compound

Product 1

HCID 23255822Benzenemethanol, alpha-cyclopropyl-alpha-methyl-4-(trifluoromethyl)-

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared starting from 1.50 g (7.97 mmol) of 4′-(trifluoromethyl)acetophenone and 31.9 ml (15.95 mmol) of a 0.5N solution of cyclopropylmagnesium bromide in tetrahydrofuran in analogy to the synthesis of the compound from Example 138A. 1.27 g (69% of theory) of the title compound were obtained.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-66427df2611d405f8128625bf62943a8
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Linked notes

Loading…