Allylamine → HCID 15053446, compound

HRID 1886649Notes

Reaction equation

HRID 1886649 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[O:5][CH:6]1[CH2:9][N:8]([C:10](Cl)=[O:11])[CH2:7]1.[CH2:16]([NH2:19])[CH:17]=[CH2:18]>O1CCCC1.O>[Br:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[O:5][CH:6]1[CH2:9][N:8]([C:10]([NH:19][CH2:16][CH:17]=[CH2:18])=[O:11])[CH2:7]1

Participants

5

Reactant 2

HCID 7853AllylamineHCID 15053365HCID 15053365, compound

Product 1

HCID 15053446HCID 15053446, compoundYield 64.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A stirred solution of 5.8 g (0.02 mole) of 3-(3-bromophenoxy)-1-azetidinecarbonyl chloride in 20 ml of tetrahydrofuran was treated with 2.85 g (0.05 mole) of 2-propenylamine. After stirring for 48 hr, the reaction mixture was diluted with 100 ml of water and the reddish oil which separated solidified upon standing. The solids were collected by filtration, 5.9 g. Upon repeated trituration with boiling isopropyl ether, the combined triturates upon cooling yielded 4 g (64.4%) of fine white crystals, m.p. 90°-92° C.

Workup

  1. customthe reddish oil which separated
  2. filtrationThe solids were collected by filtration, 5.9 g
  3. temperaturethe combined triturates upon cooling

Sources & evidence

ORD record
ord-5dfedef4ebd54e78afbcf2d52ff5db6c
Source dataset
uspto-grants-1992_09
Patent number
US05151418

Reaction notes

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