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

HRID 435565Notes

Reaction equation

HRID 435565 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; nD20 = 1.4952.

Workup

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

Sources & evidence

ORD record
ord-ee159bd06b994efb9828ec727f511a39
Source dataset
uspto-grants-1977_02
Patent number
US04006108

Reaction notes

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