Sodium borohydride → HCID 53954468, compound

HRID 372548Notes

Reaction equation

HRID 372548 reaction equation
[BH4-].[Na+].[CH3:3][NH:4][CH:5]1[CH2:11][CH2:10][C:9]2[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=2[C:7](=[O:16])[CH2:6]1>O.C(O)C>[CH3:3][NH:4][CH:5]1[CH2:11][CH2:10][C:9]2[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=2[CH:7]([OH:16])[CH2:6]1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 53963722HCID 53963722, compound

Product 1

HCID 53954468HCID 53954468, compoundYield 104.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of 47.5g of sodium borohydride in 475 ml of water was slowly added to a solution of 47.5 g of the product of Step A in 2.4 liters of ethanol and the mixture was stirred for 2 1/2 hours and then was concentrated to 500 ml. The mixture was poured into 2 liters of aqueous sodium chloride solution and the mixture was extracted with ethyl acetate. The organic phase was washed with aqueous sodium chloride solution, dried and evaporated to dryness to obtain 50 g of raw 7-methylamino-5-hydroxy-6,7,8,9-tetrahydro [5H] benzocycloheptene which was used as is for the next step.

Workup

  1. concentrationwas concentrated to 500 ml
  2. additionThe mixture was poured into 2 liters of aqueous sodium chloride solution
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic phase was washed with aqueous sodium chloride solution
  5. customdried
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-61e5c2f282ce45588ddc212c9f4a384c
Source dataset
uspto-grants-1978_05
Patent number
US04091115

Reaction notes

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