5-Hexene-2-one → HCID 14364314, compound

HRID 1030021Notes

Reaction equation

HRID 1030021 reaction equation
[CH2:1]=[CH:2][CH2:3][CH2:4][C:5](=[O:7])[CH3:6].[H][H]>[Hg]>[CH3:1][CH:2]([CH:2]([CH3:1])[CH2:3][CH2:4][C:5](=[O:7])[CH3:6])[CH2:3][CH2:4][C:5](=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 79895-Hexene-2-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 14364314HCID 14364314, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 23931MercuryCatalyst

Procedure

25 g. of 1-hexene-5-one were passed in a 15 ml/min flow of hydrogen into the reactor tube while the tube was irradiated for 17.5 hours inside a photoreactor equipped with sixteen 8 W low pressure mercury lamps. During irradiation the temperature inside the quartz tube averaged 65.C. The crude reaction mixture was evaporated under reduced pressure to give 8.2 g. of involatile product containing the title compound, in about 70% yield. 250 MHZ 13 C NMR (CDCl3) 208.4, 41.3, 36.5, 35.7, 29.3, 28.1, 26.2, 15.6, 13.6.

Workup

  1. customwas irradiated for 17.5 hours inside a photoreactor
  2. customThe crude reaction mixture
  3. customwas evaporated under reduced pressure
  4. customto give 8.2 g

Sources & evidence

ORD record
ord-5e937be936df48589bc189e2c9c064e9
Source dataset
uspto-grants-1992_04
Patent number
US05104503

Reaction notes

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