HCID 13589694, compound → HCID 131715458, compound

HRID 568300Notes

Reaction equation

HRID 568300 reaction equation
[C:1]([CH:6]1[CH:11]([OH:12])[CH:10]([C:13]([O:15][CH3:16])=[O:14])[CH:9]([CH2:17][CH:18]([S:20][CH2:21][CH:22]=[CH2:23])[CH3:19])[CH2:8][CH:7]1[OH:24])(=[O:5])[CH2:2][CH2:3][CH3:4].[Cl-].[CH2:26](O[NH3+])[CH:27]=[CH2:28]>C(O)C.C([O-])(=O)C.[Na+]>[CH2:28]([O:5][C:1](=[C:6]1[C:11](=[O:12])[CH:10]([C:13]([O:15][CH3:16])=[O:14])[CH:9]([CH2:17][CH:18]([S:20][CH2:21][CH:22]=[CH2:23])[CH3:19])[CH2:8][C:7]1=[O:24])[CH2:2][CH2:3][CH3:4])[CH:27]=[CH2:26]

Participants

5

Reactant 2

HCID 13589694HCID 13589694, compoundHCID 20150041HCID 20150041, compound

Product 1

HCID 131715458HCID 131715458, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 517045Sodium AcetateSolvent

Procedure

10.6 parts by weight of 2-butyryl-4-methoxycarbonyl-5-(2-allylthiopropyl)-cyclohexane-1,3-diol are dissolved in 150 parts by volume of ethanol, 3.3 parts by weight of allyloxiammonium chloride and 2.9 parts by weight of sodium acetate are added and the mixture is stirred for 20 hours at room temperature. Thereafter, the mixture is poured into ice water, the resulting mixture is extracted with methylene chloride and the latter is stripped off to give 11.3 g of 2-(1-allyloxibutylidene)-4-methoxycarbonyl-5-(2-allylthiopropyl)-cyclohexane-1,3-dione as a yellow oil.

Workup

  1. additionare added
  2. extractionthe resulting mixture is extracted with methylene chloride

Sources & evidence

ORD record
ord-6fda433ce1434a07bd307665278eca55
Source dataset
uspto-grants-1988_03
Patent number
US04728357

Reaction notes

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