Methylamine → HCID 15042211, compound

HRID 1032145Notes

Reaction equation

HRID 1032145 reaction equation
[Cl: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>[Cl: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 15042229HCID 15042229, compound

Product 1

HCID 15042211HCID 15042211, compoundYield 85.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A stirred solution of 5 g (0.02 mole) of 3-(4-chlorophenoxy)-1-azetidinecarbonyl chloride in 20 ml of tetrahydrofuran was treated with 4.7 g (0.06 mole) of 40% aqueous monomethylamine. After stirring for 18 hr, the reaction mixture was diluted with 200 ml of water and the solid which separated was collected by filtration, 5.7 g. Recrystallization from benzene-ligroin was accomplished by adding magnesium sulfate to absorb the water which separated from the wet product. After filtering and cooling the hot filtrate, the precipitated solid was collected by filtration to yield 4.1 g (85.2%) of white crystals, m.p. 144°-145° C.

Workup

  1. customthe solid which separated
  2. filtrationwas collected by filtration, 5.7 g
  3. customRecrystallization from benzene-ligroin
  4. additionby adding magnesium sulfate
  5. customto absorb the water which
  6. customseparated from the wet product
  7. filtrationAfter filtering
  8. temperaturecooling the hot filtrate
  9. filtrationthe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-c8301a2d90eb4ff996e9d232bf4da695
Source dataset
uspto-grants-1990_09
Patent number
US04956359

Reaction notes

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