Acetone → HCID 20320692, compound

HRID 866366Notes

Reaction equation

HRID 866366 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13](=O)[CH2:14][CH2:15]C1SCCS1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[C:23](C)=[O:24]>>[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH:13]([CH:23]=[O:24])[CH2:14][CH3:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 180AcetoneHCID 20320686HCID 20320686, compound

Product 1

HCID 20320692HCID 20320692, compound

Procedure

0.135 mole = 44 g of 7-benzyloxy-1-(1,3-dithia-2-cyclopentyl)-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-a96130ae8fd04eea9fe7fb53eeecbcf5
Source dataset
uspto-grants-1978_07
Patent number
US04098815

Reaction notes

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