Acetone → HCID 20386891, compound

HRID 46707Notes

Reaction equation

HRID 46707 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13](=[O:21])[CH2:14][CH2:15]CSCCS)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(C)=[O:24]>>[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13](=[O:21])[CH2:14][CH:15]=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 180AcetoneHCID 20386931HCID 20386931, compound

Product 1

HCID 20386891HCID 20386891, compound

Procedure

0.135 mole=44 g of 7-benzyloxy-1-(2,5-dithiapentyl)-heptane-3-one were heated for 1 hour under nitrogen and under reflux in 1 liter of acetone with [0.275 mole]=47 g of CuCl2 . 2 H2O and [0.57 mole]=44 g of CuO, the copper salts were filtered off and the filtrate was concentrated under reduced pressure. The residue was dissolved in ether, washed twice with 2N- HCl and thrice with water, dried and the solvent was removed by distillation under reduced pressure. The residue was distilled under reduced pressure. B.p.0.5 mm 185°-192° C.

Workup

  1. filtration2 H2O and [0.57 mole]=44 g of CuO, the copper salts were filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. dissolutionThe residue was dissolved in ether
  4. washwashed twice with 2N- HCl and thrice with water
  5. customdried
  6. customthe solvent was removed by distillation under reduced pressure
  7. distillationThe residue was distilled under reduced pressure
  8. customB.p.0.5 mm 185°-192° C.

Sources & evidence

ORD record
ord-3fb546900ddd424ea1f0fc7354bf7fe6
Source dataset
uspto-grants-1979_11
Patent number
US04174458

Reaction notes

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