2,6-Dimethyl-4'-trifluoromethyl-biphenyl-4-carbaldehyde → 1-(2,6-Dimethyl-4'-trifluoromethyl-biphenyl-4-yl)-3-methyl-butan-1-ol

HRID 1669249Notes

Reaction equation

HRID 1669249 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH:8]=[O:9])[CH:5]=[C:4]([CH3:10])[C:3]=1[C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=1.[CH2:21]([Mg]Br)[CH:22]([CH3:24])[CH3:23]>C1COCC1>[CH3:1][C:2]1[CH:7]=[C:6]([CH:8]([OH:9])[CH2:21][CH:22]([CH3:24])[CH3:23])[CH:5]=[C:4]([CH3:10])[C:3]=1[C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:19])([F:18])[F:20])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 860853062,6-Dimethyl-4'-trifluoromethyl-biphenyl-4-carbaldehydeHCID 178418816HCID 178418816, compound

Product 1

HCID 597293931-(2,6-Dimethyl-4'-trifluoromethyl-biphenyl-4-yl)-3-methyl-butan-1-ol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2,6-Dimethyl-4′-trifluoromethyl-biphenyl-4-carbaldehyde (1.0 g, 3.6 mmol) in THF (10 mL) at 0° C. is added isobutyl magnesium bromide (2M, 2.2 mL). After stirring at room temperature for 2 hours, it is quenched with saturated ammonium chloride, extracted with EtOAc. The organic is concentrated to give the titled compound as colorless oil: 0.47 g (39%).

Workup

  1. customit is quenched with saturated ammonium chloride
  2. extractionextracted with EtOAc
  3. concentrationThe organic is concentrated

Sources & evidence

ORD record
ord-5cc1586d5cd340888c45c2627adfa660
Source dataset
uspto-grants-2011_08
Patent number
US07989457B2

Reaction notes

Loading…