Methylamine → HCID 15053445, compound

HRID 1886648Notes

Reaction equation

HRID 1886648 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-44de42bb2cf744f19106d240a91b6088
Source dataset
uspto-grants-1992_09
Patent number
US05151418

Reaction notes

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