Hydrogen Cyanide → 4-Hydroxy-3-methoxyphenylacetonitrile

HRID 1576895

Reaction equation

HRID 1576895 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[OH:11])[CH2:6]O.[CH:12]#[N:13]>CS(C)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:6][C:12]#[N:13])[CH:8]=[CH:9][C:10]=1[OH:11]

Participants

4

Reactant 2

HCID 768Hydrogen CyanideHCID 62348Vanillyl alcohol

Product 1

HCID 782204-Hydroxy-3-methoxyphenylacetonitrile

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

185g of 3-methoxy-4-hydroxybenzyl alcohol are dissolved in 1,250 ml of DMSO and 35g of anhydrous hydrocyanic acid are passed in over the course of 1 hour at 125°C. The mixture is then stirred for a further 2 hours, and worked up as indicated above. The yield was 160.5g (82% of theory).

Workup

  1. customare passed in over the course of 1 hour at 125°C

Sources & evidence

ORD record
ord-70f38d4a54f142658a425b4605e80135
Source dataset
uspto-grants-1976_09
Patent number
US03983160

Linked notes

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