3-Methyl-2-buten-1-OL → 3,3-Dimethylallylglycidyl ether

HRID 2256788Notes

Reaction equation

HRID 2256788 reaction equation
[CH3:1][C:2]([CH3:6])=[CH:3][CH2:4][OH:5].[H-].[Na+].[CH2:9]([CH:11]1[O:13][CH2:12]1)Br>O1CCCC1>[CH3:1][C:2]([CH3:6])=[CH:3][CH2:4][O:5][CH2:9][CH:11]1[O:13][CH2:12]1

Participants

5

Procedure

To a solution of 3,3-dimethylallyl alcohol (17.3 g, 20.5 mL, 0.2 mol) in dry tetrahydrofuran (THF) (200 mL) was added sodium hydride (4.8 g, 0.2 mol) in portions and the mixture was stirred at room temperature for 1 hr. Epibromohydrin (27.4 g, 17.12 mL, 0.2 mol) was added dropwise and the reaction mixture was stirred at room temperature for 24 hrs. THF was removed on a rotary evaporator and the residue was taken up in ether and filtered. The ether solution was concentrated on a rotary evaporator and the brown oil obtained was distilled under vacuum.

Workup

  1. stirringthe reaction mixture was stirred at room temperature for 24 hrs
  2. customTHF was removed on a rotary evaporator
  3. filtrationfiltered
  4. concentrationThe ether solution was concentrated on a rotary evaporator
  5. customthe brown oil obtained
  6. distillationwas distilled under vacuum

Sources & evidence

ORD record
ord-85453916f8e0490a9eb28b355a5f45c6
Source dataset
uspto-grants-1997_08
Patent number
US05656254

Reaction notes

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