n-Hydroxy-1,1-bis(4-methoxyphenyl)methanimine → 4,4'-Dimethoxybenzhydrylamine

HRID 962709Notes

Reaction equation

HRID 962709 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]([C:7](=[N:16]O)[C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.C([O-])(=O)C.[NH4+].C([BH3-])#N.[Na+]>[Cl-].[Cl-].[Cl-].[Ti+3]>[CH3:15][O:14][C:11]1[CH:12]=[CH:13][C:8]([CH:7]([NH2:16])[C:6]2[CH:18]=[CH:19][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 289718n-Hydroxy-1,1-bis(4-methoxyphenyl)methanimineHCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydride

Product 1

HCID 3500424,4'-DimethoxybenzhydrylamineYield 80.8%

Reagents, catalysts & solvents 1

HCID 10313229titanium(III) trichlorideCatalyst

Procedure

Following a procedure similar to that described in Preparation 12, but using 10.7 g of 4,4'-dimethoxybenzophenone oxime, 33.9 g of ammonium acetate, 7.46 g of sodium cyanoborohydride, and 79 ml of a 17-19% by volume aqueous solution of titanium trichloride, 8.18 g of the title compound were obtained, as an oily substance.

Workup

  1. customthat described in Preparation 12

Sources & evidence

ORD record
ord-182d45f998c64080bfc8dfee02e5ac74
Source dataset
uspto-grants-1998_06
Patent number
US05760025

Reaction notes

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