Acetone → HCID 21518712, compound

HRID 1282965Notes

Reaction equation

HRID 1282965 reaction equation
[CH2:1]([O:3][NH:4][C:5](=[C:8]1[C:13](=[O:14])[CH:12]=[C:11]([CH2:15][CH3:16])[O:10][C:9]1=[O:17])[CH2:6][CH3:7])[CH3:2].C(Cl)(Cl)Cl.CC(C)=[O:24]>O.[Hg]>[CH2:1]([O:3][NH:4][C:5]([CH:8]1[C:13](=[O:14])[CH:12]=[C:11]([CH2:15][CH3:16])[O:10][C:9]1=[O:17])([OH:24])[CH2:6][CH3:7])[CH3:2]

Participants

6

Reactant 3

HCID 180AcetoneHCID 6212ChloroformHCID 178474724HCID 178474724, compound

Product 1

HCID 21518712HCID 21518712, compound

Reagents, catalysts & solvents 2

HCID 23931MercuryCatalystHCID 962WaterSolvent

Procedure

After 1g of 3-(1-ethoxyaminopropylidene)-6-ethyl-3,4-dihydro-2H-pyrane-2,4-dione was dissolved in 50ml of acetone containing 5% of water, it was irradiated with high-pressure mercury arc for a day. Chloroform was added to the residue after the distillation of acetone and the insoluble crystal was obtained by filtration of chloroform solution containing the residue. The crude product was recrystallized from the mixture of benzene and petroleum ether, and thereby 0.6g of 3-(1-ethoxyamino-1-hydroxypropyl)-6-ethyl-3,4-dihydro-2H-pyrane-2,4-dione having a melting point of 63° to 64°C as a white plate was obtained.

Workup

  1. distillationafter the distillation of acetone
  2. customthe insoluble crystal was obtained by filtration of chloroform solution
  3. additioncontaining the residue
  4. customThe crude product was recrystallized from the mixture of benzene and petroleum ether

Sources & evidence

ORD record
ord-e80fd67e74054932be2aeea458b2a201
Source dataset
uspto-grants-1976_08
Patent number
US03973945

Reaction notes

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