Diethyl Ether → HCID 54155587, compound

HRID 1980611Notes

Reaction equation

HRID 1980611 reaction equation
[C:1]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][C:5]1([CH:11]=[CH:12][CH3:13])[OH:10])([CH3:3])=[CH2:2].C(OCC)C>O1CCCC1>[CH3:13][CH:12]1[CH2:3][C:1]([CH3:2])=[CH:4][CH2:9][CH2:8][CH2:7][CH2:6][C:5](=[O:10])[CH2:11]1

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 57275642HCID 57275642, compound

Product 1

HCID 54155587HCID 54155587, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2-isopropenyl-1-propenylcyclohexan-1-ol (0.090 g; 5.10-4 mol) and dichloro-bis-(benzonitrile)-palladium(II) (0.008 g; 0.2.10-4 mol) in tetrahydrofuran (5cc) is kept at a temperature of the order of 20° C. under an inert atmosphere. After a reaction time of 6 hours, diethyl ether (75 cc) is added and the mixture is then washed with water (5×15 cc). After drying with magnesium sulphate, filtration and evaporation of the solvent under reduced pressure (20 mm Hg; 2.7 kPa), alcohol starting material (0.050 g) is obtained together with 3,5-dimethylcyclodec-5-en-1-one (0.023 g), which has the following characteristics:

Workup

  1. customis kept at a temperature of the order of 20° C. under an inert atmosphere
  2. washthe mixture is then washed with water (5×15 cc)
  3. dry with materialAfter drying with magnesium sulphate, filtration and evaporation of the solvent under reduced pressure (20 mm Hg; 2.7 kPa)

Sources & evidence

ORD record
ord-49cd1c97695e4f319ed278bd8f01bed1
Source dataset
uspto-grants-1985_04
Patent number
US04510330

Reaction notes

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