Dimethyl Sulfoxide → HCID 10562203, compound

HRID 2372244Notes

Reaction equation

HRID 2372244 reaction equation
CS(C)=O.[F-].[C:6]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(=[O:15])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[C-:22]#[N:23].[Na+]>O>[C:6]([C:16]1[CH:17]=[CH:18][C:19]([C:22]#[N:23])=[CH:20][CH:21]=1)(=[O:15])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 8929Sodium CyanideHCID 19882898HCID 19882898, compound

Product 1

HCID 10562203HCID 10562203, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 1350 ml of dimethylsulfoxide were added 292.2 g (1.238 mol) of the above 4-nonanoyl-benzene fluoride and 67.4 g (1.374 mol) of sodium cyanide, which were reacted at 110°-125° C. for 12 hours. After the cooling up to room temperature, the reaction solution was poured into 2.7 l of water and extracted with 2 l of chloroform. The extract was washed with a saturated saline solution and dried on anhydrous magnesium sulfate. The solvent was distilled off to obtain 317.9 g (yield: 100%) of brown oily substance of 4-nonanoyl benzonitrile having an infrared absorption spectrum of 1680 cm-1.

Workup

  1. customwere reacted at 110°-125° C. for 12 hours
  2. extractionextracted with 2 l of chloroform
  3. washThe extract was washed with a saturated saline solution
  4. dry with materialdried on anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-1d27f570417e42ffacbc2db1f9a47e3b
Source dataset
uspto-grants-1992_03
Patent number
US05098602

Reaction notes

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