Ammonium Hydroxide → HCID 15053447, compound

HRID 974613Notes

Reaction equation

HRID 974613 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[Cl:16])[O:5][CH:6]1[CH2:9][N:8]([C:10](Cl)=[O:11])[CH2:7]1.[OH-].[NH4+:18]>O1CCCC1.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[Cl:16])[O:5][CH:6]1[CH2:9][N:8]([C:10]([NH2:18])=[O:11])[CH2:7]1

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 15042235HCID 15042235, compound

Product 1

HCID 15053447HCID 15053447, compoundYield 57.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 5.6 g (0.02 mole) of 3-(3,4-dichlorophenoxy)-1-azetidinecarbonyl chloride in 20 ml of tetrahydrofuran was treated while stirring with 3 ml (0.04 mole) of 57% ammonium hydroxide. After stirring for 18 hr, the reaction mixture was diluted with 200 ml of water and the solid which separated was collected by filtration, 6.6 g. Recrystallization from ethanol-water yielded 3.0 g of white granular crystals, m.p. 179°-184° C. A second recrystallization from isopropanol yielded 2.7 g (51.7%) of fine white crystals, m.p. 185°-187° C.

Workup

  1. customthe solid which separated
  2. filtrationwas collected by filtration, 6.6 g
  3. customRecrystallization from ethanol-water

Sources & evidence

ORD record
ord-50b7716f384b409a80dc6cf6ad0406b6
Source dataset
uspto-grants-1991_11
Patent number
US05068231

Reaction notes

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