Sodium hydride → HCID 54150769, compound

HRID 1703420Notes

Reaction equation

HRID 1703420 reaction equation
[H-].[Na+].C1(S([CH2:12][CH2:13][CH2:14][CH:15]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][C:16]2=O)(=O)=O)C=CC=CC=1>CS(C)=O>[C:15]12[CH2:14][CH2:13][CH:12]=[C:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH:26]=2

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 205012032-[3-(Benzenesulfonyl)propyl]cyclododecan-1-one

Product 1

HCID 54150769HCID 54150769, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

0.144 g (6 mmole) of NaH and 10 ml of DMSO were first heated at 80° for 30 min. Once the hydrogen evolution was terminated, 0.728 g (2 mmole) of 2-(3-phenylsulfonyl-prop-1-yl)-cyclododecanone were added to the above mixture and the resulting reaction mixture further heated at 100° for 4 hours. After the treatments of extraction and distillation mentioned hereinabove, there were isolated 0.326 g (80% yield) of the desired compound.

Workup

  1. customOnce the hydrogen evolution was terminated
  2. customthe resulting reaction mixture
  3. temperaturefurther heated at 100° for 4 hours
  4. extractionAfter the treatments of extraction and distillation

Sources & evidence

ORD record
ord-2c77c7e09d7642f1baacbf827ea1da5a
Source dataset
uspto-grants-1982_09
Patent number
US04351977

Reaction notes

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