Water → HCID 3305606, compound

HRID 1497719Notes

Reaction equation

HRID 1497719 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10].[BH4-].[Na+].O>CO>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[CH:9]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[OH:10]

Participants

5

Reactant 3

HCID 962WaterHCID 996772-Amino-5-bromobenzophenoneHCID 4311764Sodium borohydride

Product 1

HCID 3305606HCID 3305606, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(2-Amino-5-bromo-phenyl)-phenyl-methanone (4.00 g, 14.49 mmol) is dissolved in methanol (50 mL). Sodium borohydride (0.55 g, 14.49 mmol) is added in small portions over 45 minutes. The reaction mixture is stirred at room temperature overnight. Water (10 mL) is added and the mixture stirred at room temperature for 15 minutes. The solvent is removed and the residue purified by column chromatography on silica gel using a petrol ether/ethylacetate gradient. This affords the desired compound as a white solid.

Workup

  1. stirringthe mixture stirred at room temperature for 15 minutes
  2. customThe solvent is removed
  3. customthe residue purified by column chromatography on silica gel using a petrol ether/ethylacetate gradient

Sources & evidence

ORD record
ord-89c481f256474aea805b3a5c8b2ea890
Source dataset
uspto-grants-2015_12
Patent number
US09199988B2

Reaction notes

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