Ammonium Hydroxide → HCID 15053451, compound

HRID 2081458Notes

Reaction equation

HRID 2081458 reaction equation
[Br:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][CH:7]2[CH2:10][N:9]([C:11](Cl)=[O:12])[CH2:8]2)=[CH:4][CH:3]=1.[OH-].[NH4+:17]>O1CCCC1.O>[Br:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][CH:7]2[CH2:10][N:9]([C:11]([NH2:17])=[O:12])[CH2:8]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 15053366HCID 15053366, compound

Product 1

HCID 15053451HCID 15053451, compoundYield 87.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A stirred solution of 5.8 g (0.02 mole) of 3-(4-bromophenoxy)-1-azetidinecarbonyl chloride in 20 ml of tetrahydrofuran was treated with 3.8 g (4 ml) (0.06 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, 5.3 g. Recrystallization from ethanol-water yielded 4.75 g (87.6%) of fine white crystals, m.p. 193°-194° C.

Workup

  1. customthe solid which separated
  2. filtrationwas collected by filtration, 5.3 g
  3. customRecrystallization from ethanol-water

Sources & evidence

ORD record
ord-4a712aed4cfa49bca5aa63cc52c65070
Source dataset
uspto-grants-1993_02
Patent number
US05183902

Reaction notes

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