Methylamine → HCID 15053452, compound

HRID 2081459Notes

Reaction equation

HRID 2081459 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.[CH3:16][NH2:17]>O1CCCC1.O>[Br:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][CH:7]2[CH2:10][N:9]([C:11]([NH:17][CH3:16])=[O:12])[CH2:8]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 15053366HCID 15053366, compound

Product 1

HCID 15053452HCID 15053452, compoundYield 85.9%

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 4.7 g (0.06 mole) of 40% aqueous monomethylamine and stirring continued for 18 hr. The reaction mixture was diluted with 200 ml of water and the solid which separated was collected by filtration, 5.7 g. Recrystallization from ethanol-water yielded 4.9 g (85.9%) of fine white crystals, m.p. 135°-137° C.

Workup

  1. customthe solid which separated
  2. filtrationwas collected by filtration, 5.7 g
  3. customRecrystallization from ethanol-water

Sources & evidence

ORD record
ord-1e5abce4b7a84a478696fefcb99784a2
Source dataset
uspto-grants-1993_02
Patent number
US05183902

Reaction notes

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