Sodium Hydroxide → HCID 20228204, compound

HRID 1731637Notes

Reaction equation

HRID 1731637 reaction equation
[O:1]=[C:2]1[C:15]2[C:14]3[S:13][C:12]4=[CH:16][CH2:17][CH2:18][CH:19]=[C:11]4[CH:10]=[C:9]([C:20]([OH:22])=[O:21])[C:8]=3[CH:7]=[CH:6][C:5]=2[CH2:4][CH2:3]1.[OH-].[Na+].[BH4-].[Na+]>O>[OH:1][CH:2]1[C:15]2[C:14]3[S:13][C:12]4=[CH:16][CH2:17][CH2:18][CH:19]=[C:11]4[CH:10]=[C:9]([C:20]([OH:22])=[O:21])[C:8]=3[CH:7]=[CH:6][C:5]=2[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 20228202HCID 20228202, compound

Product 1

HCID 20228204HCID 20228204, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 1-oxo-2,3,9,10-tetrahydro-1H-benzo[b]indeno[5,4-f]thiepin-6-carboxylic acid (3.10 g, 10 mmole) in water (60 ml) was stirred during the addition of 1N sodium hydroxide solution (10 ml). After stirring for 15 minutes the mixture was treated with sodium borohydride (0.95 g, 25 mmole) in portions and the reaction mixture was stirred at room temperature overnight. Careful acidification of the mixture with 10% hydrochloric acid precipitated the racemic title compound which was collected by filtration and washed well with water.

Workup

  1. stirringthe reaction mixture was stirred at room temperature overnight
  2. customCareful acidification of the mixture with 10% hydrochloric acid precipitated the racemic title compound which
  3. filtrationwas collected by filtration
  4. washwashed well with water

Sources & evidence

ORD record
ord-a7db77670fbc4e0f9b6fcdad7c1df29c
Source dataset
uspto-grants-1986_11
Patent number
US04622403

Reaction notes

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