Dimethyl Sulfoxide → HCID 57003684, compound

HRID 1759676Notes

Reaction equation

HRID 1759676 reaction equation
CS(C)=O.C[C:6]([CH3:9])([O-])[CH3:7].[K+].[OH2:11].[CH3:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]>>[CH:7]([O:11][CH:14]1[CH2:13][CH2:12][CH2:17][CH2:16][CH2:15]1)=[CH:6][CH3:9]

Participants

5

Reactant 4

HCID 679Dimethyl SulfoxideHCID 962WaterHCID 8058HexaneHCID 23665647Potassium tert-butoxide

Product 1

HCID 57003684HCID 57003684, compoundYield 855.8%

Conditions

Temperature
100 °C

Procedure

A mixture of 280 g of the crude product, 300 g of dimethyl sulfoxide, and 22.5 g (0.2 mol) of potassium t-butoxide was heated at 100° C. on the oil bath and ripened for 2 hours at the temperature. The solution was allowed to cool, and 650 g of water and 600 g of n-hexane were added thereto, from which the organic layer was collected. The organic layer was washed with 250 g of water, and the solvent was distilled off in vacuum, leaving 300 g of an oily substance. The oily substance was subjected to vacuum distillation, obtaining 240 g of the end product, cyclohexyl propenyl ether. The yield was 86% (two steps) and the purity was 99.0% as analyzed by gas chromatography.

Workup

  1. temperatureto cool
  2. customfrom which the organic layer was collected
  3. washThe organic layer was washed with 250 g of water
  4. distillationthe solvent was distilled off in vacuum
  5. customleaving 300 g of an oily substance
  6. distillationThe oily substance was subjected to vacuum distillation

Sources & evidence

ORD record
ord-184ad27b25c94d7e91219b18d5d076ca
Source dataset
uspto-grants-2005_01
Patent number
US06838224B2

Reaction notes

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