Hydrogen Cyanide → HCID 131724643, compound

HRID 2415009Notes

Reaction equation

HRID 2415009 reaction equation
[C:1]1([S:7][CH2:8][CH2:9][C:10](=[O:12])[CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C#[N:14]>CC(OC)(C)C>[OH:12][CH:10]([CH2:9][CH2:8][S:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[C:11]#[N:14]

Participants

4

Reactant 2

HCID 768Hydrogen CyanideHCID 2398724-Phenylsulfanyl-butan-2-one

Product 1

HCID 131724643HCID 131724643, compound

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

9.01 g (50 mmol) of 4-phenylthio-2-butanone were dissolved in 30 ml of MTBE and treated with 1.0 g of ion exchanger Amberlyst A-21. After this, 9.8 ml (250 mmol) of HCN were added with stirring and the mixture was stirred at room temperature for 2 hours. The ion exchanger was filtered off and 0.05 g of citric acid was added to the solution. The solvent and HCN were stripped off in vacuo at 40° C. on a rotary evaporator. 9.5 g of (R/S)-2-hydroxy-4-phenylthiobutyronitrile (91.7% of theory) were found.

Workup

  1. stirringthe mixture was stirred at room temperature for 2 hours
  2. filtrationThe ion exchanger was filtered off
  3. addition0.05 g of citric acid was added to the solution
  4. customThe solvent and HCN were stripped off in vacuo at 40° C. on a rotary evaporator

Sources & evidence

ORD record
ord-7a2b92d3e5924236a39fec7ba1b32343
Source dataset
uspto-grants-2004_11
Patent number
US06818423B2

Reaction notes

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