Cyclopentyl methyl ether → 2-Isopropenyl-1,3,5-trimethylbenzene

HRID 909701Notes

Reaction equation

HRID 909701 reaction equation
COC1CCCC1.[C:8]1([CH3:20])[CH:13]=[C:12]([CH3:14])[CH:11]=[C:10]([CH3:15])[C:9]=1[C:16](O)([CH3:18])[CH3:17]>C1COCC1>[CH3:18][C:16]([C:9]1[C:10]([CH3:15])=[CH:11][C:12]([CH3:14])=[CH:13][C:8]=1[CH3:20])=[CH2:17]

Participants

4

Reactant 2

HCID 138539Cyclopentyl methyl etherHCID 2930032-(2,4,6-Trimethylphenyl)propan-2-ol

Product 1

HCID 5189862-Isopropenyl-1,3,5-trimethylbenzeneYield 66.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The same experiment as in Example 4 was carried out, except for using a mixed solvent of CPME and THF (1:1 by volume) instead of 50 ml of CPME. The resulting reaction mixture was analyzed by gas chromatography to confirm that 2-mesityl-2-propanol and α-methyl-2,4,6-trimethylstyrene were obtained in a yield of 66.8% and 14.7%, respectively.

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-d22f4a3e54f04cd5a7c64fb9dde54dcf
Source dataset
uspto-grants-2011_09
Patent number
US08017813B2

Reaction notes

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