Allylamine → HCID 15053446, compound

HRID 2081452Notes

Reaction equation

HRID 2081452 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-f995b47789f3489a8d3b04f2e074b824
Source dataset
uspto-grants-1993_02
Patent number
US05183902

Reaction notes

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