2-Methyl-2-butanol → 1-[(1-Butoxyethenyl)oxy]butane

HRID 2209854Notes

Reaction equation

HRID 2209854 reaction equation
Cl[CH2:2][CH:3]([O:9][CH2:10][CH2:11][CH2:12][CH3:13])[O:4][CH2:5][CH2:6][CH2:7][CH3:8].CC(O)(CC)C.[OH-].[K+]>COC(C)(C)C>[CH2:10]([O:9][C:3]([O:4][CH2:5][CH2:6][CH2:7][CH3:8])=[CH2:2])[CH2:11][CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 64052-Methyl-2-butanolHCID 14797Potassium HydroxideHCID 134066061-(1-Butoxy-2-chloroethoxy)butane

Product 1

HCID 130466131-[(1-Butoxyethenyl)oxy]butane

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

209 g (1 mol) of 1-chloro-2,2-dibutoxyethane, 300 ml of tert.-butyl methyl ether, 13.2 g (0.13 mol) of 2-methyl-2-butanol, 8 g of polyethylene glycol 1000 dimethyl ether and 200 g (3 mol) of technical grade potassium hydroxide were heated under reflux while stirring for six hours. The reaction mixture was worked up as described above. The conversion was 77.1% of theoretical, the yield of pure material was 60.8% of theoretical (b.p. 87°-88° C., 1.5 kPa).

Workup

  1. temperatureunder reflux

Sources & evidence

ORD record
ord-b99fe51ed09045c1b360ea208081bde4
Source dataset
uspto-grants-1995_10
Patent number
US05455361

Reaction notes

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