Methylamine → HCID 15053445, compound

HRID 2081451Notes

Reaction equation

HRID 2081451 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.[CH3:16][NH2:17]>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]([NH:17][CH3:16])=[O:11])[CH2:7]1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 15053365HCID 15053365, compound

Product 1

HCID 15053445HCID 15053445, compoundYield 35.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A stirred solution of 5.8 g (0.02 mole) of 3-(3-bromophenoxy)-1-azetidinecarbonyl chloride in 20 ml of tetrahydrofuran was treated with 4.7 g (0.06 mole) of 40% aqueous monomethylamine. After stirring for 48 hr, the reaction mixture was diluted with 100 ml of water and the solid which formed was collected by filtration (6.0 g). Recrystallization from benzene yielded 2.0 g (35.1%) of tan crystals, m.p. 134°-135° C.

Workup

  1. customthe solid which formed
  2. filtrationwas collected by filtration (6.0 g)
  3. customRecrystallization from benzene

Sources & evidence

ORD record
ord-11e8f0cd930b4f519d0acd12627109ae
Source dataset
uspto-grants-1993_02
Patent number
US05183902

Reaction notes

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