2-Methyl-2-butanol → HCID 13046611, compound

HRID 2209853Notes

Reaction equation

HRID 2209853 reaction equation
Cl[CH2:2][CH:3]([O:8][CH2:9][CH2:10][CH3:11])[O:4][CH2:5][CH2:6][CH3:7].CC(O)(CC)C.[OH-].[K+]>COC(C)(C)C>[CH2:5]([O:4][C:3]([O:8][CH2:9][CH2:10][CH3:11])=[CH2:2])[CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 64052-Methyl-2-butanolHCID 14797Potassium HydroxideHCID 155969831-(2-Chloro-1-propoxyethoxy)propane

Product 1

HCID 13046611HCID 13046611, compound

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

270.8 g (1.5 mol) of 1-chloro-2,2-dipropoxyethane, 450 ml of tert.-butyl methyl ether, 19.8 g (0.22 mol) of 2-methyl-2-butanol, 12 g of polyethylene glycol-1000 dimethyl ether and 300 g (4.5 mol) of technical grade potassium hydroxide (91%) were heated under reflux while stirring for six hours. The reaction was stopped, the salts filtered off and the product distilled. The conversion was 86.3% of theoretical. The main fraction contained 148.1 g (68.6% of theoretical) of pure 1,1-dipropoxyethene (b.p. 70° C. at 1.2 kPa) .

Workup

  1. temperatureunder reflux
  2. filtrationthe salts filtered off
  3. distillationthe product distilled

Sources & evidence

ORD record
ord-c3b9aeed6235459ab27293ee12d922b6
Source dataset
uspto-grants-1995_10
Patent number
US05455361

Reaction notes

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