Sodium Hydroxide → 3,3-Difluoro-3-phenylpropan-1-ol

HRID 1966655Notes

Reaction equation

HRID 1966655 reaction equation
C([O:4][CH2:5][CH2:6][C:7]([F:15])([F:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=O)C.[OH-].[Na+]>C(O)C.C(Cl)Cl>[F:14][C:7]([F:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:6][CH2:5][OH:4]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 575770703,3-Difluoro-3-phenylpropyl acetate

Product 1

HCID 575770823,3-Difluoro-3-phenylpropan-1-ol

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a suspension of Intermediate 76 (0.30 g, 1.40 mol) in ethanol (4 mL) was added a solution of 35% sodium hydroxide (1 mL). The mixture was stirred at room temperature for 2 hours. The crude reaction was diluted with methylene chloride (50 mL), washed with water (1×30 ML) and 1N hydrochloric acid (2×30 mL), dried (Na2SO4), and the solvent removed under reduced pressure. The title compound was obtained (0.22 g, 89%) as orange oil, and was used in the next step without further purification.

Workup

  1. customThe crude reaction
  2. washwashed with water (1×30 ML) and 1N hydrochloric acid (2×30 mL)
  3. dry with materialdried (Na2SO4)
  4. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-afd9991ec57240eca100d27f0f5512f2
Source dataset
uspto-grants-2013_04
Patent number
US08420669B2

Reaction notes

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