Hydrogen Cyanide → Methyl Methacrylate

HRID 53361

Reaction equation

HRID 53361 reaction equation
[C-:1]#[N:2].[K+].C#N.[C:6]([O:11][CH3:12])(=[O:10])[C:7]([CH3:9])=[CH2:8]>CN1CCCC1=O>[C:1]([C:7]([CH3:9])([CH3:8])[C:6]([O:11][CH3:12])=[O:10])#[N:2].[C:6]([O:11][CH3:12])(=[O:10])[C:7]([CH3:9])=[CH2:8]

Participants

6

Reactant 3

HCID 768Hydrogen CyanideHCID 6658Methyl MethacrylateHCID 9032Potassium Cyanide

Product 2

HCID 6658Methyl MethacrylateHCID 109645102-Cyano-2-methyl-propanoic acid methyl ester

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
120 °C

Procedure

A 500 milliliter (hereinafter abbreviated to "mL") flask equipped with a stirrer, a thermometer and two dropping funnels was charged with 203 g of N-methylpyrrolidone and 1.35 g of potassium cyanide, and to the content in the flask were added dropwise 40 g of prussic acid and 163 g of methyl methacrylate over a period of 4 hours, while the content was maintained at a temperature of 120° C. After the completion of the dropwise addition, the content was maintained at 120° C. for 2 hours to complete the reaction. As a result, methyl cyanoisobutyrate was formed at a conversion of methyl methacrylate (MMA) of 88.3% and at a selectivity of 98.1% based on the reacted MMA.

Workup

  1. customA 500 milliliter (hereinafter abbreviated to "mL") flask equipped with a stirrer
  2. additionAfter the completion of the dropwise addition
  3. temperaturethe content was maintained at 120° C. for 2 hours
  4. customthe reaction

Sources & evidence

ORD record
ord-f1580a895d3643059add5c06253fd208
Source dataset
uspto-grants-1997_04
Patent number
US05618953

Linked notes

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