Ethanol → HCID 21558732, compound

HRID 1578750Notes

Reaction equation

HRID 1578750 reaction equation
[C:1](#[N:5])[C:2]([CH3:4])=[CH2:3].[CH2:6]([OH:8])[CH3:7].CSC.[CH3:12][CH2:13][O:14][CH2:15][CH3:16]>>[C:1]([CH:2]([CH2:4][C:13]([O:14][CH2:15][CH3:16])([C:6](=[O:8])[CH3:7])[CH2:12][CH:2]([C:1]#[N:5])[CH3:3])[CH3:3])#[N:5]

Participants

5

Reactant 4

HCID 702EthanolHCID 1068Dimethyl SulfideHCID 3283Diethyl EtherHCID 31368Methacrylonitrile

Product 1

HCID 21558732HCID 21558732, compound

Procedure

118 parts of δ,δ-dimethyl-acetyl-oxo-sulfonium methylide is heated under reflux together with 800 parts of methacrylonitrile and 800 parts of ethanol until evolution of dimethyl sulfide ceases. The low-boiling constituents are distilled off under subatmospheric pressure and an oily residue is obtained which by infrared spectroscopy can be shown to contain a keto group, a nitrile group and an ether goup. Pure 2,6-dicyano-4-ethoxy-4-acetylheptane is obtained chromatographically on aluminum oxide as a colorless oil.

Workup

  1. distillationThe low-boiling constituents are distilled off under subatmospheric pressure
  2. customan oily residue is obtained which by infrared spectroscopy

Sources & evidence

ORD record
ord-ce2efaed32024d00b8e933d03b3eb454
Source dataset
uspto-grants-1976_02
Patent number
US03939184

Reaction notes

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