Diethyl Ether → beta-Methylstyrene

HRID 13729

Reaction equation

HRID 13729 reaction equation
[C:1]1([CH:7](O)[CH2:8][CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CCOCC>C1(C)C=CC=CC=1>[CH3:9][CH:8]=[CH:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 71471-Phenyl-1-propanol

Product 1

HCID 12500beta-MethylstyreneYield 94%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of 1-phenyl-1-propanol (0.16 g, 1.17 mmol) and Catalyst A or B (30 mg) in toluene (1 ml) was stirred and heated at 75° C. for 10 h under nitrogen. Ether (20 ml) was added and the mixture was filtered to remove the catalyst. The organic washings were concentrated under reduced pressure at room temperature to afford β-methyl styrene as a colourless oil (0.13 g, 92%).

Workup

  1. filtrationthe mixture was filtered
  2. customto remove the catalyst
  3. concentrationThe organic washings were concentrated under reduced pressure at room temperature

Sources & evidence

ORD record
ord-73c88a45be024d6e8e423effa8b77946
Source dataset
uspto-grants-2010_06
Patent number
US07728159B2

Linked notes

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