Dimethylsulfoxonium methylide → HCID 14204097, compound

HRID 569220Notes

Reaction equation

HRID 569220 reaction equation
[CH3:1]S(C)(=O)=C.[CH3:6][O:7][CH:8]([CH2:21][CH3:22])[CH2:9][CH2:10][CH2:11][CH2:12][CH:13]1[CH:19]2[CH:16]([CH2:17][C:18]2=[O:20])[CH2:15][CH2:14]1>CS(C)=O>[CH3:6][O:7][CH:8]([CH2:21][CH3:22])[CH2:9][CH2:10][CH2:11][CH2:12][CH:13]1[CH:19]2[CH:16]([CH2:17][C:18]32[CH2:1][O:20]3)[CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 6396768Dimethylsulfoxonium methylideHCID 142040962-(5-Methoxyhept-1-yl)bicyclo[3.2.0]heptan-7-one

Product 1

HCID 14204097HCID 14204097, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
40 °C

Procedure

A 250 ml, 3-necked round bottomed flask is equipped with a magnetic stirrer. The reaction is conducted under a positive nitrogen pressure, maintained with an oil filled bubbler. The reaction vessel is charged with dimethyloxosulfonium methylide (36 ml of 0.932M solution, 0.034 moles) in dimethyl sulfoxide. 4-(5-Methoxyheptyl)bicyclo[3.2.0]heptan-6-one (7.7 g, 0.032 moles) is added neat to the stirring solution by a syringe. The reaction vessel is heated in a 40° C. water bath for 60 minutes and then a sample is removed and analyzed by infra-red spectroscopy.

Workup

  1. customA 250 ml, 3-necked round bottomed flask is equipped with a magnetic stirrer
  2. temperaturemaintained with an oil
  3. additionfilled bubbler
  4. customa sample is removed

Sources & evidence

ORD record
ord-2c5fa8b257d049f4a9b46c1e488da6d5
Source dataset
uspto-grants-1988_03
Patent number
US04731458

Reaction notes

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