Diethyl Ether → HCID 54261276, compound

HRID 1980609Notes

Reaction equation

HRID 1980609 reaction equation
[C:1]([CH:4]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][C:5]1([CH:17]=[CH2:18])[OH:16])([CH3:3])=[CH2:2].C(OCC)C>O1CCCC1>[CH3:3][C:1]1[CH2:2][CH2:18][CH2:17][C:5](=[O:16])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:4]=1

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 13081716HCID 13081716, compound

Product 1

HCID 54261276HCID 54261276, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2-isopropenyl-1-vinylcyclododecan-1-ol (0.100 g; 0.4.10-3 mol) and dichloro-bis-(benzonitrile)-palladium(II) (0.007 g; 0.018.10-3 mol) in tetrahydrofuran (5 cc) 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 over magnesium sulphate, filtration and evaporation of the solvent under reduced pressure (20 mm Hg; 2.7 kPa), 5-methylcyclohexadec-5-en-1-one (0.065 g) is obtained, 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 over magnesium sulphate, filtration and evaporation of the solvent under reduced pressure (20 mm Hg; 2.7 kPa)

Sources & evidence

ORD record
ord-bb570c6cc3334eddb546d36a06093099
Source dataset
uspto-grants-1985_04
Patent number
US04510330

Reaction notes

Loading…