Water → HCID 18691590, compound

HRID 581731Notes

Reaction equation

HRID 581731 reaction equation
C([O:4][CH2:5][C:6]1[C:14]([F:15])=[CH:13][C:9]2[S:10][CH:11]=[CH:12][C:8]=2[C:7]=1[F:16])(=O)C.[OH-].[K+].O.C(OCC)(=O)C>CO>[OH:4][CH2:5][C:6]1[C:14]([F:15])=[CH:13][C:9]2[S:10][CH:11]=[CH:12][C:8]=2[C:7]=1[F:16]

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 14797Potassium HydroxideHCID 18691610HCID 18691610, compound

Product 1

HCID 18691590HCID 18691590, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 0.14 g of 5-acetoxymethyl-4,6-difluorobenzo[b]thiophene in 5 ml of methanol is added 0.03 g of potassium hydroxide at room temperature, and thereafter, the resulting mixture is stirred at the same temperature for 30 minutes. After the reaction, 10 ml of water and 10 ml of ethyl acetate are added to the thus stirred reaction mixture. 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 0.12 g of colorless, oily 5-hydroxymethyl-4,6-difluorobenzo[b]thiophene.

Workup

  1. additionare added to the thus stirred reaction mixture
  2. customThe 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-3393ed9b80c14fc78b3775ec43eb70c3
Source dataset
uspto-grants-1999_07
Patent number
US05922721

Reaction notes

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