Sodium borohydride → HCID 13911644, compound

HRID 653441Notes

Reaction equation

HRID 653441 reaction equation
[BH4-].[Na+].[S:3]1[C:12]2[C:11](=[O:13])[CH2:10][CH2:9][CH2:8][S:7][C:6]=2[CH:5]=[CH:4]1>C(O)C>[OH:13][CH:11]1[CH2:10][CH2:9][CH2:8][S:7][C:6]2[CH:5]=[CH:4][S:3][C:12]1=2

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 20194717HCID 20194717, compound

Product 1

HCID 13911644HCID 13911644, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
70 °C

Procedure

A solution of sodium borohydride (0.83 g, 0.022 mol) in absolute ethanol (55 ml) was added over thirty minutes to a stirred solution of 5,6,7,8-tetrahydrothieno[3,2-b]thiepin-8-one (3.65 g, 0.020 mole) in absolute ethanol (115 ml) under nitrogen at ambient temperature. After the addition, the mixture was heated at 70° C. for 1.5 hours and then concentrated under reduced pressure. Water (150 ml) was added to the residue and the mixture was extracted with ethyl acetate (3×150 ml). After drying over sodium sulfate, the solvent was evaporated under reduced pressure to yield a solid product weighing 3.63 g (97%).

Workup

  1. additionAfter the addition
  2. concentrationconcentrated under reduced pressure
  3. additionWater (150 ml) was added to the residue
  4. extractionthe mixture was extracted with ethyl acetate (3×150 ml)
  5. dry with materialAfter drying over sodium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customto yield a solid product

Sources & evidence

ORD record
ord-c39d94f7af4243b6a30e3cf73f98d6b8
Source dataset
uspto-grants-1987_06
Patent number
US04677115

Reaction notes

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