Dimethyl Sulfoxide → HCID 54150769, compound

HRID 851809Notes

Reaction equation

HRID 851809 reaction equation
C[O-].[Na+].CO.C1(S([CH2:15][CH2:16][CH2:17][CH:18]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][C:19]2=O)(=O)=O)C=CC=CC=1.CS(C)=O>C1(C)C=CC=CC=1>[C:18]12[CH2:17][CH2:16][CH:15]=[C:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH:29]=2

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 887MethanolHCID 10942334Sodium MethoxideHCID 205012032-[3-(Benzenesulfonyl)propyl]cyclododecan-1-one

Product 1

HCID 54150769HCID 54150769, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2.37 ml of a 30% solution of sodium methoxide in methyl alcohol (10.2 mmole) were added dropwise to a solution of 0.728 g (2.0 mmole) of 2-(3-phenylsulfonyl-prop-1-yl)-cyclododecanone in 10 ml of toluene as indicated sub letter (b). After 90 min. of heating, 0.57 ml (8.0 mmole) of dimethylsulfoxide (DMSO) were added to the reaction mixture which was then heated to reflux for 4 further hours. After extraction and distillation, there were isolated 0.310 g (76% yield) of the desired compound.

Workup

  1. temperatureAfter 90 min. of heating
  2. temperaturewas then heated
  3. temperatureto reflux for 4 further hours
  4. extractionAfter extraction and distillation

Sources & evidence

ORD record
ord-4d778dacf7734d94b67b18c12140ad03
Source dataset
uspto-grants-1983_05
Patent number
US04386220

Reaction notes

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