Methanol → HCID 53786103, compound

HRID 275856Notes

Reaction equation

HRID 275856 reaction equation
CO.[NH2:3][C:4]1[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][C:5]=1[C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][NH:15][C:16]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:9]=1)=[O:7].[BH4-].[Na+]>C(OC(=O)C)C>[NH2:3][C:4]1[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][C:5]=1[CH:6]([OH:7])[C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][NH:15][C:16]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:9]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 18315367HCID 18315367, compound

Product 1

HCID 53786103HCID 53786103, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a methanol (20 ml) solution of 2-amino-3′-tritylaminomethyl-5-chlorobenzophenone (2 g) was added sodium borohydride (227 mg). The mixture was stirred for 3 hours at room temperature, to which was added acetic acid ethyl ester (100 ml). The mixture was washed with water and then dried over anhydrous MgSO4. The solvent was then distilled off, and the residue was purified by means of a silica gel column chromatography to give the-object 2-amino-5-chloro-α-(3-tritylaminomethylphenyl)benzyl alcohol (2.0 g) as a colorless oily product.

Workup

  1. washThe mixture was washed with water
  2. dry with materialdried over anhydrous MgSO4
  3. distillationThe solvent was then distilled off
  4. customthe residue was purified by means of a silica gel column chromatography

Sources & evidence

ORD record
ord-812cc056c00f4f99bb76847e73eece08
Source dataset
uspto-grants-2002_03
Patent number
US06352982B1

Reaction notes

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