HCID 13227200, compound → HCID 20352627, compound

HRID 372000Notes

Reaction equation

HRID 372000 reaction equation
[CH3:1][O:2][C:3]1[CH:15]=[CH:14][C:6]([C:7]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[O:8])=[CH:5][C:4]=1[N+:16]([O-])=O>N.O>[NH2:16][C:4]1[CH:5]=[C:6]([CH:14]=[CH:15][C:3]=1[O:2][CH3:1])[C:7]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[O:8]

Participants

4

Reactant 1

HCID 13227200HCID 13227200, compound

Product 1

HCID 20352627HCID 20352627, compound

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 962WaterSolvent

Procedure

A solution of 3-(4-methoxy-3-nitrobenzoyl) propionic acid (10.5 g.) in 5N ammonia solution (150 ml.) was added in one portion to a stirred hot (90° C) solution of hydrated ferrous sulphate (90 g.) in water (210 ml.) and stirring was continued for 10 minutes more. The hot mixture was filtered through Hyflo and the filtrate was concentrated to 50 ml. volume and neutralised with acetic acid. The mixture was cooled, the precipitated solid collected and purified by crystallisation from dilute methanol toyield the amine, (5.5 g.), m.p. 136°-137° C.

Workup

  1. filtrationThe hot mixture was filtered through Hyflo
  2. concentrationthe filtrate was concentrated to 50 ml
  3. temperatureThe mixture was cooled
  4. customthe precipitated solid collected
  5. custompurified by crystallisation from dilute methanol

Sources & evidence

ORD record
ord-66c5e38647824c1ea7c8907cc98675a3
Source dataset
uspto-grants-1978_05
Patent number
US04088762

Reaction notes

Loading…