Hydrazine hydrate (1:1) → HCID 14025829, compound

HRID 704916Notes

Reaction equation

HRID 704916 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:21]=[CH:22][CH:23]=1)[O:6][CH2:7][CH2:8][CH2:9][N:10]1C(=O)C2=CC=CC=C2C1=O.O.NN>CO>[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:21]=[CH:22][CH:23]=1)[O:6][CH2:7][CH2:8][CH2:9][NH2:10]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 127800822-{3-[3-(Hydroxymethyl)phenoxy]propyl}-1H-isoindole-1,3(2H)-dione

Product 1

HCID 14025829HCID 14025829, compoundYield 52.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-[3-(3-hydroxymethylphenoxy)propyl]phthalimide (16 g) was dissolved in 300 ml of methanol, and 5 g of hydrazine hydrate was added. The mixture was refluxed for 5 hours, and after cooling, the insoluble matter was removed by filtration. The filtrate was concentrated to give 4.85 g (yield 52.1%) of 3-(3-hydroxymethylphenoxy)propylamine.

Workup

  1. temperatureThe mixture was refluxed for 5 hours
  2. temperatureafter cooling
  3. customthe insoluble matter was removed by filtration
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-072481ced7fb44e3825c5e2bb917cf92
Source dataset
uspto-grants-1991_01
Patent number
US04988828

Reaction notes

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