Ammonium Hydroxide → HCID 15053444, compound

HRID 974611Notes

Reaction equation

HRID 974611 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.[OH-].[NH4+:17]>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]([NH2:17])=[O:11])[CH2:7]1

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 15053365HCID 15053365, compound

Product 1

HCID 15053444HCID 15053444, compoundYield 68.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 5.8 g (0.02 mole) of 3-(3-bromophenoxy)-1-azetidinecarbonyl chloride in 20 ml of tetrahydrofuran was stirred at ambient temperature while 4 ml (0.06 mole) of 57% ammonium hydroxide was slowly added. After stirring for 48 hr, the reaction mixture was diluted with 100 ml of water and the resulting solid collected by filtration (5 g). Recrystallization from isopropanol yielded 3.7 g (59%) of fine beige crystals, m.p. 188°-189° C.

Workup

  1. additionwas slowly added
  2. filtrationthe resulting solid collected by filtration (5 g)
  3. customRecrystallization from isopropanol

Sources & evidence

ORD record
ord-ca5e6ed59cf0416195d6b9ac0fa0918e
Source dataset
uspto-grants-1991_11
Patent number
US05068231

Reaction notes

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