Morpholine → 3-Amino-2-bromophenylmethyl acetate

HRID 1759208Notes

Reaction equation

HRID 1759208 reaction equation
[C:1]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-])=O)[C:7]=1[Br:15])(=[O:3])[CH3:2].N1CCOCC1>CO.[Pt]=O>[C:1]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH2:12])[C:7]=1[Br:15])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 8083MorpholineHCID 128530522-Bromo-3-nitrobenzyl acetate

Product 1

HCID 202706203-Amino-2-bromophenylmethyl acetateYield 115.5%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

A mixture of 5.7 grams (0.022 mole) of 2-bromo-3-nitrophenylmethyl acetate, 0.1 gram of platinum oxide and 2.0 ml of morpholine in 200 ml of methanol was hydrogenated using a Parr hydrogenator. The hydrogenation required 2.25 hours. The reaction mixture was filtered and the filtrate concentrated under reduced pressure to give 6.2 grams of 3-amino-2-bromophenylmethyl acetate.

Workup

  1. custom2.25 hours
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-f8cb00fc3ac04033af8ede1044e52bc9
Source dataset
uspto-grants-1982_07
Patent number
US04339457

Reaction notes

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