Diketene → HCID 14627908, compound

HRID 2351946Notes

Reaction equation

HRID 2351946 reaction equation
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.[CH2:5]=[C:6]1[O:10][C:8](=[O:9])[CH2:7]1>C(Cl)(Cl)Cl>[CH:1]1([NH:4][C:8](=[O:9])[CH2:7][C:6]([CH3:5])=[O:10])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 12661DiketeneHCID 69828Cyclopropylamine

Product 1

HCID 14627908HCID 14627908, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Cyclopropylamine (42.2 g, 0.74 mole) is dissolved in chloroform (300 ml) and thereto is added dropwise diketene (62.1 g, 0.74 mole) over a period of 1-1.5 hour with stirring in an ice bath. After the addition, the mixture is stirred at 40° C. for one hour, and the solvent is distilled off under reduced pressure, and the residue is recrystallized from benzene-n-hexane to give the title compound (83.4 g, yield 80%) as colorless needles, m.p. 65°-66° C.

Workup

  1. additionAfter the addition
  2. stirringthe mixture is stirred at 40° C. for one hour
  3. distillationthe solvent is distilled off under reduced pressure
  4. customthe residue is recrystallized from benzene-n-hexane

Sources & evidence

ORD record
ord-dd99552c0eb246f2a3f99e2bfb857083
Source dataset
uspto-grants-1989_10
Patent number
US04874773

Reaction notes

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