Acetone Cyanohydrin → HCID 21434827, compound

HRID 2398200Notes

Reaction equation

HRID 2398200 reaction equation
[CH2:1]1[O:12][CH:4]([CH2:5][CH:6]2[CH:10]=[CH:9][CH2:8][C:7]2=[O:11])[S:3][CH2:2]1.CC(O)([C:16]#[N:17])C.C([O-])([O-])=O.[Na+].[Na+]>CO.O>[CH2:1]1[O:12][CH:4]([CH2:5][CH:6]2[CH:10]([C:16]#[N:17])[CH2:9][CH2:8][C:7]2=[O:11])[S:3][CH2:2]1

Participants

6

Reactant 3

HCID 6406Acetone CyanohydrinHCID 10340Sodium CarbonateHCID 21434832HCID 21434832, compound

Product 1

HCID 21434827HCID 21434827, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

18 g of the mixture of (2-oxo-cyclopent-4-enyl)acetaldehyde-ethylenethioacetal and (2-oxo-cyclopent-5-enyl)acetaldehyde-ethylene-thioacetal according to stage 2 were dissolved in 150 ml of methanol and 9.2 g of acetonecyanohydrin and a solution of 7.5 g of Na2CO3 in 20 ml of water were added. After stirring for 3 hours at room temperature, all the solvent was distilled off in vacuo, the residue was taken up in 500 ml of diethyl ether and 100 ml of H2O, and the ether phase was washed twice with 50 ml of H2O, dried over sodium sulfate and condensed. The residue was triturated with a small amount of ether and 12 g of crude product were obtained which melted at about 98° C.

Workup

  1. distillationall the solvent was distilled off in vacuo
  2. wash100 ml of H2O, and the ether phase was washed twice with 50 ml of H2O
  3. dry with materialdried over sodium sulfate and condensed
  4. customThe residue was triturated with a small amount of ether

Sources & evidence

ORD record
ord-02fd43b942e84ab09af108a310314877
Source dataset
uspto-grants-1977_05
Patent number
US04024181

Reaction notes

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