2-Amino-2',5-dichlorobenzophenone → (2-Amino-5-chlorophenyl)(2-chlorophenyl)methanol

HRID 747594Notes

Reaction equation

HRID 747594 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[Cl:17])=[O:10].[BH4-].[Na+]>C(O)C.C(OCC)(=O)C>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[CH:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[Cl:17])[OH:10]

Participants

5

Reactant 2

HCID 180692-Amino-2',5-dichlorobenzophenoneHCID 4311764Sodium borohydride

Product 1

HCID 11437092(2-Amino-5-chlorophenyl)(2-chlorophenyl)methanolYield 107.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To 20 g of (2-amino-5-chlorophenyl)(2-chlorophenyl)methanone dissolved in 80 ml of ethanol are introduced portionwise 8.6 g of sodium borohydride, and the mixture is left for 18 hours at room temperature. The reaction medium is taken up in ethyl acetate and washed with water. The organic phase is dried over anhydrous sodium sulfate and concentrated to give 21.63 g of the expected product.

Workup

  1. washwashed with water
  2. dry with materialThe organic phase is dried over anhydrous sodium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-59d33587a17d43399aee441b459e6f78
Source dataset
uspto-grants-2008_07
Patent number
US07396958B2

Reaction notes

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