Triethylamine → HCID 54486942, compound

HRID 864280Notes

Reaction equation

HRID 864280 reaction equation
[OH:1][N:2]1[C:6](=[O:7])[C:5]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:4]2[C:3]1=[O:12].Br[CH2:14][CH:15]=[CH:16][C:17]1[CH:22]=[CH:21][C:20]([Br:23])=[CH:19][CH:18]=1.C(N(CC)CC)C>CN1CCCC1=O>[Br:23][C:20]1[CH:21]=[CH:22][C:17]([CH:16]=[CH:15][CH2:14][O:1][N:2]2[C:3](=[O:12])[C:4]3=[CH:11][CH:10]=[CH:9][CH:8]=[C:5]3[C:6]2=[O:7])=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10665N-HydroxyphthalimideHCID 545198061-Bromo-4-(3-bromoprop-1-en-1-yl)benzene

Product 1

HCID 54486942HCID 54486942, compoundYield 87.1%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

18.5 g (0.11 mol) of N-hydroxyphthalimide and 31.4 g (0.11 mol) of 1-bromo-[3-(4-bromophenyl)]-prop-2-ene were added in succession to 350 ml of dry N-methylpyrrolidone, and 12.1 g (0.12 mol) of triethylamine were then added dropwise at room temperature. After stirring had been carried out for four days at 20° C., the reaction mixture was poured onto 1.5 1 of ice water and the solid was filtered off and washed with water and isopropanol. 34.3 g (86.8% of theory) of N-[3-(4-bromophenyl)-prop-2-enyloxy]-phthalimide with a melting point of 161°-162° C. were obtained.

Workup

  1. additionwere then added dropwise at room temperature
  2. filtrationthe solid was filtered off
  3. washwashed with water and isopropanol

Sources & evidence

ORD record
ord-ff1e8c1633124ac3bde401ff5e1547ca
Source dataset
uspto-grants-1996_10
Patent number
US05563114

Reaction notes

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