Sodium borohydride → HCID 20232218, compound

HRID 2290289Notes

Reaction equation

HRID 2290289 reaction equation
[BH4-].[Na+].[Cl:3][C:4]1[CH:5]=[CH:6][C:7]2[C:13]([Br:14])=[CH:12][C:11]3[CH:15]=[CH:16][CH:17]=[CH:18][C:10]=3[C:9](=[O:19])[C:8]=2[CH:20]=1>O.CO>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]2[C:13]([Br:14])=[CH:12][C:11]3[CH:15]=[CH:16][CH:17]=[CH:18][C:10]=3[CH:9]([OH:19])[C:8]=2[CH:20]=1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 15628522HCID 15628522, compound

Product 1

HCID 20232218HCID 20232218, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

In a similar manner, a solution of 1.7 grams of sodium borohydride in 20 milliliters of water was added dropwise to a solution of 3-chloro-11-bromo-5H-dibenzo[a,d]cyclohepten-5-one in 100 milliliters of boiling methanol and the resulting mixture refluxed for 1.5 hours to obtain a 3-chloro-11-bromo-5H-dibenzo[a,d]cyclohepten-5-ol intermediate which was recovered by evaporating the mixture to dryness in vacuo, then washing with water, filtering and drying under reduced pressure at about 60° C.

Workup

  1. temperaturethe resulting mixture refluxed for 1.5 hours

Sources & evidence

ORD record
ord-6162d26ca2864abb83ed303d0d5c466a
Source dataset
uspto-grants-1986_10
Patent number
US04616023

Reaction notes

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