Methanol → HCID 54150769, compound

HRID 851808Notes

Reaction equation

HRID 851808 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.CC(C)([O-])C.[K+]>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

7

Reactant 4

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 205012032-[3-(Benzenesulfonyl)propyl]cyclododecan-1-oneHCID 23665647Potassium tert-butoxide

Product 1

HCID 54150769HCID 54150769, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

29.0 ml of a 30% solution of sodium methoxide in methyl alcohol (0.15 mole) were added dropwise to a mixture of 36.4 g (0.10 mole) of 2-(3-phenylsulfonyl-prop-1-yl)-cyclododecanone and 200 ml of toluene, kept at reflux in a reaction vessel fitted with a water separator (addition period: ca. 1 hour). After this first addition, 14.6 g (0.13 mole) of potassium tert-butoxide were added to the reaction mixture, which was then heatedd to reflux during 4 hours. After the usual treatments of extraction and distillation, there were isolated 17.1 g (84% yield) of the desired compound.

Workup

  1. temperatureat reflux in a reaction vessel
  2. additionwere added to the reaction mixture, which
  3. temperatureto reflux during 4 hours
  4. extractionAfter the usual treatments of extraction and distillation

Sources & evidence

ORD record
ord-90a6a392b0a040aa881d4538e431e05b
Source dataset
uspto-grants-1983_05
Patent number
US04386220

Reaction notes

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