Potassium Hydroxide → HCID 13071115, compound

HRID 1605393Notes

Reaction equation

HRID 1605393 reaction equation
CS(O[CH:6]1[CH2:13][CH:12]2[CH2:14][CH:8]([O:9][CH:10]([CH2:15][O:16][S:17]([CH3:20])(=[O:19])=[O:18])[O:11]2)[CH2:7]1)(=O)=O.[OH-].[K+]>>[CH3:20][S:17]([O:16][CH2:15][CH:10]1[O:11][CH:12]2[CH2:14][CH:8]([CH2:7][CH:6]=[CH:13]2)[O:9]1)(=[O:18])=[O:19]

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 13071123HCID 13071123, compound

Product 1

HCID 13071115HCID 13071115, compound

Procedure

7-Methylsulphonyloxy-3-methylsulphonyloxymethyl-2,4-dioxabicyclo[3,3,1]nonane (280 mg) is added to 5 ml of a boiling 2n potassium hydroxide solution in absolute alcohol and the mixture is boiled for 2 minutes under reflux while stirring vigorously. The reaction mixture which has congealed to a crystalline solid is cooled and, after treatment with 5 ml of 8% sodium bicarbonate solution, extracted three times with methylene chloride. The combined extracts are dried with sodium sulphate and the solvent is distilled off under reduced pressure to leave as residue the crystalline racemic 3-methylsulphonyloxymethyl-2,4-dioxabicyclo[3,3,1]non-6-ene (m.p. 53°-56°).

Workup

  1. temperatureunder reflux
  2. temperatureis cooled
  3. extractionafter treatment with 5 ml of 8% sodium bicarbonate solution, extracted three times with methylene chloride
  4. dry with materialThe combined extracts are dried with sodium sulphate
  5. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-ea523bdf42724f6fa826955682a2e678
Source dataset
uspto-grants-1976_04
Patent number
US03950362

Reaction notes

Loading…