Sodium borohydride → HCID 20270227, compound

HRID 1074974Notes

Reaction equation

HRID 1074974 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=[O:12])[CH2:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[S:7][C:6]=2[CH:17]=1.[BH4-].[Na+]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:11]([OH:12])[CH2:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[S:7][C:6]=2[CH:17]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 13151853HCID 13151853, compound

Product 1

HCID 20270227HCID 20270227, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

17 G. of 3-bromo-10,11-dihydro-11-oxodibenzo[b,f]thiepin (0.056 mole) are dissolved in a mixture of 150 cc. DMF and 150 cc. absolute alcohol. 1.7 G. sodium borohydride (0.045 mole) are added and the mixture is left stirring overnight at room temperature. The ethanol is evaporated and the residual DMF solution is diluted with water and extracted with ether three times. The ether extracts are washed several times with water, dried and evaporated to a thick oil. A quantitative yield of the alcohol is obtained.

Workup

  1. waitthe mixture is left
  2. customThe ethanol is evaporated
  3. additionthe residual DMF solution is diluted with water
  4. extractionextracted with ether three times
  5. washThe ether extracts are washed several times with water
  6. customdried
  7. customevaporated to a thick oil

Sources & evidence

ORD record
ord-0d40e433165d4a72bb38d71c66dcdcb3
Source dataset
uspto-grants-1983_07
Patent number
US04394515

Reaction notes

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