Sodium borohydride → HCID 23462933, compound

HRID 2286415Notes

Reaction equation

HRID 2286415 reaction equation
[CH3:1][O:2][C:3]1[C:14]([O:15][CH3:16])=[C:13]([CH:17]=[O:18])[C:6]2[CH2:7][CH2:8][N:9]([CH3:12])[CH2:10][CH2:11][C:5]=2[C:4]=1[S:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[BH4-].[Na+]>CO>[CH3:1][O:2][C:3]1[C:14]([O:15][CH3:16])=[C:13]([CH2:17][OH:18])[C:6]2[CH2:7][CH2:8][N:9]([CH3:12])[CH2:10][CH2:11][C:5]=2[C:4]=1[S:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 23462925HCID 23462925, compound

Product 1

HCID 23462933HCID 23462933, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The aldehyde (10.72 g., 0.03 mole) is dissolved in 50 ml. of methanol and 3.42 g. (0.09 mole) of sodium borohydride is added slowly. The mixture is stirred for 1 hour, quenched with acetic acid, evaporated, made basic and extracted with ethyl acetate. The extract is washed with water, dried and evaporated to leave 7,8-dimethoxy-9-hydroxymethyl-3-methyl-6-phenylthio-2,3,4,5-tetrahydro-1H-3-benzazepine.

Workup

  1. customquenched with acetic acid
  2. customevaporated
  3. extractionextracted with ethyl acetate
  4. washThe extract is washed with water
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-b6f65b932f554555ac9d2f9701a25a65
Source dataset
uspto-grants-1981_05
Patent number
US04265890

Reaction notes

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