Ethanol → HCID 178467789, compound

HRID 745605Notes

Reaction equation

HRID 745605 reaction equation
Cl[CH2:2][C:3]([CH3:8])([CH3:7])[C:4](O)=[O:5].C([O-])(=[S:11])C.[K+].[I-].[K+].[CH2:16]([OH:18])[CH3:17]>>[C:16]([CH2:2][C:3]([CH3:8])([CH3:7])[C:4]([OH:5])=[S:11])(=[O:18])[CH3:17]

Participants

5

Reactant 4

HCID 702EthanolHCID 4875Potassium IodideHCID 83542beta-Chloropivalic acidHCID 23670855Potassium ethanethioate

Product 1

HCID 178467789HCID 178467789, compound

Procedure

The starting material is prepared as follows: The mixture of 50 g of 3-chloropivalic acid, 4.2 g of potassium thioacetate, 1 g of potassium iodide and 200 ml of ethanol is refluxed for 18 hours. It is cooled to room temperature, filtered, the filtrate evaporated and the residue partitioned between 100 ml of water and 200 ml of diethyl ether. The aqueous layer is extracted with 100 ml of diethyl ether, the combined organic layers dried, evaporated and the residue distilled at 150°-155°/3 mm Hg, to yield the 3-acetylthiopivalic acid.

Workup

  1. customThe starting material is prepared
  2. temperatureis refluxed for 18 hours
  3. filtrationfiltered
  4. customthe filtrate evaporated
  5. customthe residue partitioned between 100 ml of water and 200 ml of diethyl ether
  6. extractionThe aqueous layer is extracted with 100 ml of diethyl ether
  7. customthe combined organic layers dried
  8. customevaporated
  9. distillationthe residue distilled at 150°-155°/3 mm Hg

Sources & evidence

ORD record
ord-a9a2b68ccd574db386728b736158a5fc
Source dataset
uspto-grants-1986_07
Patent number
US04599357

Reaction notes

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