Potassium Carbonate → 2-Ethyl-3,6,6-trimethyl-1-crotonoyl-2-cyclohexene

HRID 328665Notes

Reaction equation

HRID 328665 reaction equation
[CH2:1]([C:3]1[CH:4]([C:12](=[O:16])[CH2:13][CH:14]=[CH2:15])[C:5]([CH3:11])([CH3:10])[CH2:6][CH2:7][C:8]=1[CH3:9])[CH3:2].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:1]([C:3]1[CH:4]([C:12](=[O:16])/[CH:13]=[CH:14]/[CH3:15])[C:5]([CH3:11])([CH3:10])[CH2:6][CH2:7][C:8]=1[CH3:9])[CH3:2]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 214396681-(2-Ethyl-3,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-1-one

Product 1

HCID 214396692-Ethyl-3,6,6-trimethyl-1-crotonoyl-2-cyclohexeneYield 91.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A suspension of 3.5 g (15.9 mmol) of 2-ethyl-3,6,6-trimethyl-1-[but-3-enoyl]-2-cyclohexene and 2.0 g of potassium carbonate in 40 ml of acetone is stirred at room temperature under nitrogen for 24 hours. The salt is removed by filtration and the filtrate concentrated. After fractional distillation, the residue yields 3.2 g (91.5%) of 2-ethyl-3,6,6-trimethyl-1-crotonoyl-2-cyclohexene; boiling point 59°-60° C/0.04 mm Hg; nD 20 = 1.4952.

Workup

  1. customThe salt is removed by filtration
  2. concentrationthe filtrate concentrated
  3. distillationAfter fractional distillation

Sources & evidence

ORD record
ord-ac78d4c37a6b4c37a7e2e3b07f04b601
Source dataset
uspto-grants-1977_04
Patent number
US04018718

Reaction notes

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