Ethanolamine → HCID 54468234, compound

HRID 864281Notes

Reaction equation

HRID 864281 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][CH2:10][O:11][N:12]2C(=O)C3=CC=CC=C3C2=O)=[CH:4][CH:3]=1.C(CN)O>ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]=[CH:9][CH2:10][O:11][NH2:12])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 54486942HCID 54486942, compound

Product 1

HCID 54468234HCID 54468234, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
30 °C

Procedure

33.4 g (0.093 mol) of N-[3-(4-bromophenyl)-prop-2-enyloxy]-phthalimide were introduced a little at a time into 50 ml of ethanolamine; the temperature increased to 30° C. After stirring had been carried out for two hours at 60° C., the mixture was allowed to cool and 200 ml of dichloromethane were added to it. It was extracted by shaking with iced water. The organic phase was dried and evaporated down and the residue was crystallized from petroleum ether. 20.2 g (95.3% of theory) of 3-(4-bromophenyl)-prop-2-enyloxyamine of melting point 35°-38° C. were obtained.

Workup

  1. temperatureto cool
  2. extractionIt was extracted
  3. stirringby shaking with iced water
  4. customThe organic phase was dried
  5. customevaporated down
  6. customthe residue was crystallized from petroleum ether

Sources & evidence

ORD record
ord-e95b325da54f4240808b57cbe4101d8b
Source dataset
uspto-grants-1996_10
Patent number
US05563114

Reaction notes

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