Water → HCID 12232362, compound

HRID 435643Notes

Reaction equation

HRID 435643 reaction equation
[F:1][C:2]1[CH:17]=[CH:16][C:5]2[S:6][C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[C:9](=[O:11])[CH2:10][C:4]=2[CH:3]=1.[BH4-].[Na+].O>C(O)C>[F:1][C:2]1[CH:17]=[CH:16][C:5]2[S:6][C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[CH:9]([OH:11])[CH2:10][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 12232357HCID 12232357, compound

Product 1

HCID 12232362HCID 12232362, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

22 g of 2-fluoro-10,11-dihydro-dibenzo[b,f]thiepin-10-one are suspended in 110 ml of ethanol and treated with 6.1 g of sodium borohydride. The mixture is heated under reflux for 10-15 minutes, then treated with water and extracted with chloroform. The organic phase is washed with water, dried over sodium sulphate and evaporated. There is obtained 2-fluoro-10,11-dihydro-dibenzo[b,f]thiepin-10-ol which melts at 110°-113° C.

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 10-15 minutes
  3. extractionextracted with chloroform
  4. washThe organic phase is washed with water
  5. dry with materialdried over sodium sulphate
  6. customevaporated

Sources & evidence

ORD record
ord-34311e9153b34d66b7b6494a291a172e
Source dataset
uspto-grants-1977_02
Patent number
US04006145

Reaction notes

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