Hydrazine hydrate (1:1) → HCID 11159719, compound

HRID 1073853Notes

Reaction equation

HRID 1073853 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:22][CH3:23])=[C:6]([CH:21]=1)[O:7][CH2:8][CH2:9][N:10]1C(=O)C2=CC=CC=C2C1=O.O.NN>C(O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:22][CH3:23])=[C:6]([CH:21]=1)[O:7][CH2:8][CH2:9][NH2:10]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 22157077HCID 22157077, compound

Product 1

HCID 11159719HCID 11159719, compoundYield 64.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 10.0 g of N-[2-(5-fluoro-2-methoxyphenoxy)ethyl]phthalimide and 5.14 ml 5.14 ml of hydrazine hydrate in 100 ml of ethanol was heated for 1 hour at 50°-60° C. After cooling, the precipitate was filtered off and the filtrate was evaporated. The residue was diluted with water and extracted with chloroform. The extract was washed with water, dried and evaporated. The residue was distilled to give 3.81 g of the desired compound as a colorless oil, b.p. 126°-127° C. (9 mmHg).

Workup

  1. temperaturewas heated for 1 hour at 50°-60° C
  2. temperatureAfter cooling
  3. filtrationthe precipitate was filtered off
  4. customthe filtrate was evaporated
  5. additionThe residue was diluted with water
  6. extractionextracted with chloroform
  7. washThe extract was washed with water
  8. customdried
  9. customevaporated
  10. distillationThe residue was distilled

Sources & evidence

ORD record
ord-1ce6df1f218d486a88a2077d4b7debdc
Source dataset
uspto-grants-1990_11
Patent number
US04971990

Reaction notes

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