Water → HCID 71246872, compound

HRID 1620787Notes

Reaction equation

HRID 1620787 reaction equation
[CH2:1]([N:8]1[C@@H:12]2[CH2:13][C:14]([F:18])([F:17])[CH2:15][CH2:16][C@H:11]2[O:10]C1=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[OH-].[K+]>C(O)C>[CH2:1]([NH:8][C@@H:12]1[CH2:13][C:14]([F:17])([F:18])[CH2:15][CH2:16][C@H:11]1[OH:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 71246678HCID 71246678, compound

Product 1

HCID 71246872HCID 71246872, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of trans-3-benzyl-5,5-difluorohexahydro-1,3-benzoxazol-2(3H)-one (980 mg) in ethanol (60 mL)/water (6 mL) was added potassium hydroxide (411 mg). The reaction mixture was stirred at 80° C. overnight, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (methanol/dichloromethane) to give the title compound (540 mg).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (methanol/dichloromethane)

Sources & evidence

ORD record
ord-9a221e6a751e478e9743c79409f09f11
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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