Allylamine → HCID 19906222, compound

HRID 2371733Notes

Reaction equation

HRID 2371733 reaction equation
[Cl:1][C:2]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:3]=1[O:4][CH:5]1[CH2:8][N:7]([C:9](Cl)=[O:10])[CH2:6]1.C(=O)([O-])[O-].[K+].[K+].[CH2:26]([NH2:29])[CH:27]=[CH2:28]>O1CCCC1.O>[Cl:1][C:2]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:3]=1[O:4][CH:5]1[CH2:8][N:7]([C:9]([NH:29][CH2:26][CH:27]=[CH2:28])=[O:10])[CH2:6]1

Participants

6

Reactant 3

HCID 7853AllylamineHCID 11430Potassium CarbonateHCID 15042205HCID 15042205, compound

Product 1

HCID 19906222HCID 19906222, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2 g (0.0065 mole) of 3-[2-chloro-4-(trifluoromethyl)phenoxy]-1-azetidinecarbonyl chloride and 0.9 g (0.0065 mole) of potassium carbonate in 20 ml of tetrahydrofuran was treated while stirring with 0.35 g (0.0065 mole) of 2-propenylamine. After stirring for 16 h, the reaction mixture was diluted with 100 ml of water whereupon an oil separated. The oil slowly solidified and was collected by filtration (2.3 g wet). The rose colored solid was recrystallized from benzene/ligroin yielding 1.7 g (78.1%) of beige crystals, mp 102°-104°.

Workup

  1. additionwas treated
  2. customseparated
  3. filtrationwas collected by filtration (2.3 g wet)
  4. customwas recrystallized from benzene/ligroin yielding 1.7 g (78.1%) of beige crystals, mp 102°-104°

Sources & evidence

ORD record
ord-2f789cec1c1f4e2b982a3acf1327ee71
Source dataset
uspto-grants-1992_03
Patent number
US05095014

Reaction notes

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