Water → HCID 18691610, compound

HRID 1739720Notes

Reaction equation

HRID 1739720 reaction equation
Br[CH2:2][C:3]1[C:11]([F:12])=[CH:10][C:6]2[S:7][CH:8]=[CH:9][C:5]=2[C:4]=1[F:13].[C:14]([O-:17])(=[O:16])[CH3:15].[K+].O.C(OCC)(=O)C>CN(C)C=O>[C:14]([O:17][CH2:2][C:3]1[C:11]([F:12])=[CH:10][C:6]2[S:7][CH:8]=[CH:9][C:5]=2[C:4]=1[F:13])(=[O:16])[CH3:15]

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 517044Potassium AcetateHCID 18691602HCID 18691602, compound

Product 1

HCID 18691610HCID 18691610, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 0.18 g of 5-bromomethyl-4,6-difluorobenzo[b]thiophene in 5 ml of N,N-dimethylformamide is added 0.23 g of potassium acetate, and the resulting mixture is stirred at 60° C. for one hour. The temperature of the thus stirred mixture is lowered to room temperature, and 10 ml of water and 10 ml of ethyl acetate are added thereto. Thereafter, the resulting organic layer is separated, washed successively with water and a saturated saline solution and then dried over anhydrous magnesium sulfate. Thereafter, the solvent is removed from the thus dried layer by distillation under reduced pressure, to obtain 0.14 g of colorless, oily 5-acetoxymethyl-4,6-difluorobenzo[b]thiophene.

Workup

  1. customis lowered to room temperature
  2. customThereafter, the resulting organic layer is separated
  3. washwashed successively with water
  4. dry with materiala saturated saline solution and then dried over anhydrous magnesium sulfate
  5. customThereafter, the solvent is removed from the thus dried layer by distillation under reduced pressure

Sources & evidence

ORD record
ord-32248a6baade455fbe148c14a0897ce6
Source dataset
uspto-grants-1999_10
Patent number
US05968935

Reaction notes

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