Ammonia → 2-amino-1-(4-nitrophenyl)ethanol

HRID 268297Notes

Reaction equation

HRID 268297 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=1)=[O:3].[BH4-].[Na+].[NH3:15]>C(OCC)(=O)C>[NH2:15][CH2:1][CH:2]([OH:3])[C:4]1[CH:5]=[CH:6][C:7]([N+:10]([O-:12])=[O:11])=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 7487p-NitroacetophenoneHCID 4311764Sodium borohydride

Product 1

HCID 28314052-amino-1-(4-nitrophenyl)ethanol

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4-Nitroacetophenone is brominated in the α-position, the product obtained is redcuced by means of sodium borohydride to the corresponding bromohydrin and this is treated with ammonia. Rac.-α-(aminomethyl)-4-nitrobenzyl alcohol, m.p. 138°-139° (from ethyl acetate) is obtained.

Workup

  1. customthe product obtained

Sources & evidence

ORD record
ord-f83b551be5734287b4269b3d4ba208bf
Source dataset
uspto-grants-1976_03
Patent number
US03947456

Reaction notes

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