Sodium borohydride → HCID 20389846, compound

HRID 426767Notes

Reaction equation

HRID 426767 reaction equation
[CH3:1][CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[S:6][C:5]2[S:13][CH:14]=[CH:15][C:4]=2[C:3]1=[O:16].[BH4-].[Na+]>C(O)C>[CH3:1][CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[S:6][C:5]2[S:13][CH:14]=[CH:15][C:4]=2[CH:3]1[OH:16]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 20389839HCID 20389839, compound

Product 1

HCID 20389846HCID 20389846, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

24.6 g (0.1 mole) of 5-methyl-benzo[f]thieno[2,3-b]thiepin-4(5H)-one [see British Patent No. 1,334,538 and U.S. Pat. No. 3,682,959) is suspended in 350 ml of abs. ethanol, and to the suspension is added at 8°, with stirring, 3.8 g (0.1 mole) of sodium borohydride. The mixture is then stirred for 15 hours at room temperature. The clear solution is concentrated in vacuo, and the oily residue is taken up in methylene chloride. The solution is washed twice with water, dried over sodium sulphate and concentrated by evaporation, and the residue is dried in vacuo. The 4,5-dihydro-5-methyl-benzo[f]thieno[2,3-b]thiepin-4-ol thus obtained is a white, slightly sticky, solid mass, and is further processed as crude product.

Workup

  1. stirringThe mixture is then stirred for 15 hours at room temperature
  2. concentrationThe clear solution is concentrated in vacuo
  3. washThe solution is washed twice with water
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated by evaporation
  6. customthe residue is dried in vacuo

Sources & evidence

ORD record
ord-96428edfda56473d92eac03c845d5fa4
Source dataset
uspto-grants-1979_10
Patent number
US04171366

Reaction notes

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