Ethylene Glycol → 2-(2-Bromoethyl)-2-methyl-1,3-dioxolane

HRID 623170Notes

Reaction equation

HRID 623170 reaction equation
[BrH:1].[CH:2]([C:4]([CH3:6])=[O:5])=[CH2:3].[CH2:7]([OH:10])[CH2:8]O>>[Br:1][CH2:3][CH2:2][C:4]1([CH3:6])[O:10][CH2:7][CH2:8][O:5]1

Participants

4

Procedure

To a cold HBr saturated solution of ethylene glycol (210 mL) was added dropwise 118 mL of methyl vinyl ketone. The solution was allowed to warm to RT and the reaction mixture was extracted four times with pentane. The pentane layers were combined, washed with 5% sodium bicarbonate solution, dried over anhydrous magnesium sulfate and evaporated on a rotary evaporator to yield a yellow oil which was vacuum distilled to 67 g of a clear oil, bp 55°-60° C., which was the title compound.

Workup

  1. extractionthe reaction mixture was extracted four times with pentane
  2. washwashed with 5% sodium bicarbonate solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customevaporated on a rotary evaporator
  5. customto yield a yellow oil which
  6. distillationdistilled to 67 g of a clear oil, bp 55°-60° C., which

Sources & evidence

ORD record
ord-b7d548ac7f544abb98bf072da7529bce
Source dataset
uspto-grants-1988_09
Patent number
US04772755

Reaction notes

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