Isobutylene → 6-Tert-butoxyhex-1-ene

HRID 1089332Notes

Reaction equation

HRID 1089332 reaction equation
[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][OH:7].[CH3:8][C:9](=[CH2:11])[CH3:10]>C(OC)(C)(C)C>[C:9]([O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=[CH2:1])([CH3:11])([CH3:10])[CH3:8]

Participants

4

Reactant 2

HCID 8255IsobutyleneHCID 699635-Hexen-1-ol

Product 1

HCID 151072326-Tert-butoxyhex-1-eneYield 75%

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

200 g of hex-1-en-6-ol are dissolved in 250 ml of methyl tert-butyl ether, and 100 g of acidic ion exchanger (SPC 118H+) are added. Isobutylene is then passed in until the solution is saturated, and the reaction is monitored by thin layer chromatography, After 4 hours, the reaction is complete. Fractional distillation gives 243 g of 6-tert-butoxyhex-1-ene having a gas chromatographic purity of 98.5%; bp.: 66-67° C./32 mbar. Yield: 75% of theory.

Workup

  1. distillationFractional distillation

Sources & evidence

ORD record
ord-79cb76d596c74a84ad4ef282382b4663
Source dataset
uspto-grants-1990_10
Patent number
US04965376

Reaction notes

Loading…