Ammonium Hydroxide → HCID 15053454, compound

HRID 2081461Notes

Reaction equation

HRID 2081461 reaction equation
[CH3:1][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.[OH-].[NH4+:17]>O1CCCC1.O>[CH3:1][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]([NH2:17])=[O:11])[CH2:7]1

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 19799586HCID 19799586, compound

Product 1

HCID 15053454HCID 15053454, compoundYield 50%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A stirred solution of 3.92 g (0.01 mole) of crude (57.59%) 3-(3-methylphenoxy)-1-azetidinecarbonyl chloride in 15 ml of tetrahydrofuran was treated with 1.9 g (2 ml) (0.03 mole) of 57% ammonium hydroxide. After stirring for 18 hr, the reaction mixture was diluted with 200 ml of water. The oil which separated solidified on standing, (3.2 g), and was recrystallized from isopropanol, yielding 1 g (50%) of fine white crystals, m.p. 167°-168° C.

Workup

  1. customThe oil which separated
  2. customwas recrystallized from isopropanol

Sources & evidence

ORD record
ord-1f506e5695aa44abaa0bd9dc2790d104
Source dataset
uspto-grants-1993_02
Patent number
US05183902

Reaction notes

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