Hydrogen Cyanide → HCID 10487035, compound

HRID 1646426Notes

Reaction equation

HRID 1646426 reaction equation
[C:1]([C:3]1([CH3:12])[CH2:8][C:7]([CH3:10])([CH3:9])[CH2:6][C:5](=O)[CH2:4]1)#[N:2].O=C1CC(C)(C)CC(C)=C1.C#N>CO>[C:1]([C:3]1([CH3:12])[CH2:8][C:7]([CH3:10])([CH3:9])[CH2:6][CH2:5][CH2:4]1)#[N:2]

Participants

5

Reactant 3

HCID 768Hydrogen CyanideHCID 6544IsophoroneHCID 990683-Cyano-3,5,5-trimethylcyclohexanone

Product 1

HCID 10487035HCID 10487035, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

West German Patent No. 1,240,854 discloses a method for synthesizing 3-cyano-3,5,5-trimethyl cyclohexanone by causing isophorone to react with hydrogen cyanide in the presence of an alkali metal salt as a catalyst with methanol used as a dispersant for the catalyst. When this method was replicated, however, it was found that the reaction produced 3-cyano-3,5,5-trimethyl cyclohexane only in a low yield of about 70% and entailed by-production of a large amount of polymer of hydrogen cyanide. Thus, this method is problematic as a commercial process.

Sources & evidence

ORD record
ord-f8f3e76515ee4b0c8234963ae60a9d86
Source dataset
uspto-grants-1993_01
Patent number
US05179221

Reaction notes

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