Nitromethane → 1-(3,5-Difluorophenyl)-2-nitroethanol

HRID 20328

Reaction equation

HRID 20328 reaction equation
[N+:1]([CH3:4])([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].[F:11][C:12]1[CH:13]=[C:14]([CH:17]=[C:18]([F:20])[CH:19]=1)[CH:15]=[O:16]>O1CCCC1>[F:11][C:12]1[CH:13]=[C:14]([CH:15]([OH:16])[CH2:4][N+:1]([O-:3])=[O:2])[CH:17]=[C:18]([F:20])[CH:19]=1

Participants

5

Reactant 3

HCID 6375NitromethaneHCID 11430Potassium CarbonateHCID 5881603,5-Difluorobenzaldehyde

Product 1

HCID 685625531-(3,5-Difluorophenyl)-2-nitroethanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Add nitromethane (200 mL) to a suspension of potassium carbonate (30 g) and 3,5-difluorobenzaldehyde (200 g) in tetrahydrofuran (600 mL) at room temperature. Stir at room temperature overnight, filter, wash with ethyl acetate and concentrate to give the desired compound as a crude oil (330 g) which is used in the next step without further purification.

Workup

  1. filtrationfilter
  2. washwash with ethyl acetate
  3. concentrationconcentrate

Sources & evidence

ORD record
ord-2cf9865e0403426b8bcade080e174cea
Source dataset
uspto-grants-2010_06
Patent number
US07745438B2

Linked notes

Loading…