Water → HCID 18691611, compound

HRID 1871503Notes

Reaction equation

HRID 1871503 reaction equation
BrC[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([O-])(=O)C.[K+].O.[C:20]([O:23][CH2:24]C)(=[O:22])[CH3:21]>CN(C)C=O>[C:20]([O:23][CH2:24][C:8]1[S:7][C:6]2[CH:10]=[C:11]([F:12])[CH:3]=[C:4]([F:13])[C:5]=2[CH:9]=1)(=[O:22])[CH3:21]

Participants

6

Reactant 4

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

Product 1

HCID 18691611HCID 18691611, 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-dimethyl-formamide 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 educed pressure, to obtain 0.14 g of colorless, oily 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 educed pressure

Sources & evidence

ORD record
ord-bc717a9dec3c4591ba7c43306edc7523
Source dataset
uspto-grants-2000_08
Patent number
US06103754

Reaction notes

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