Hydrazine hydrate (1:1) → 4-Phenoxybutan-1-amine

HRID 1198119Notes

Reaction equation

HRID 1198119 reaction equation
[O:1]([CH2:8][CH2:9][CH2:10][CH2:11][N:12]1C(=O)C2=CC=CC=C2C1=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.NN>C(O)C>[O:1]([CH2:8][CH2:9][CH2:10][CH2:11][NH2:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 166375972-(4-Phenoxybutyl)-1H-isoindole-1,3(2H)-dione

Product 1

HCID 1162404-Phenoxybutan-1-amineYield 96.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of N-(4-phenoxybutyl)phthalimide (7.8 g), hydrazine hydrate (7 ml) and ethanol (150 ml) was stirred for one hour under reflux. Crystalline precipitate was filtered off, then the filtrate was concentrated under reduced pressure to give 4-phenoxybutylamine (4.2 g, 95%) as an oily product.

Workup

  1. temperatureunder reflux
  2. filtrationCrystalline precipitate was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-43de905befef4fd6a66a6a7f25f015a2
Source dataset
uspto-grants-1994_01
Patent number
US05280022

Reaction notes

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