Methylamine → HCID 15042210, compound

HRID 2371739Notes

Reaction equation

HRID 2371739 reaction equation
[Cl: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]>C1COCC1.O>[Cl: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 15042230HCID 15042230, compound

Product 1

HCID 15042210HCID 15042210, compoundYield 40%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3-(3-chlorophenoxy)-1-azetidinecarbonyl chloride (0.01275 mole) in 20 ml of THF was treated with 4 ml (0.05 mole) of 40% aqueous methylamine and stirred for 16 h. The reaction was diluted with H2O until an oil began to separate then extracted with 3×50 ml of benzene. The combined extracts were dried over MgSO4 and concentrated to a solid which was recrystallized from benzene/ligroin to yield 1.2 g (40%) of fine white crystals, mp 140°-141° C.

Workup

  1. customto separate
  2. extractionthen extracted with 3×50 ml of benzene
  3. dry with materialThe combined extracts were dried over MgSO4
  4. concentrationconcentrated to a solid which
  5. customwas recrystallized from benzene/ligroin

Sources & evidence

ORD record
ord-7c9e1951ff1247ac8737e0487730f976
Source dataset
uspto-grants-1992_03
Patent number
US05095014

Reaction notes

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