2-Butene, 1,4-dibromo- → 2-Butene-1,4-diol diacetate

HRID 1351023Notes

Reaction equation

HRID 1351023 reaction equation
Br[CH2:2][CH:3]=[CH:4][CH2:5]Br.[C:7]([O-:10])(=[O:9])[CH3:8].[Na+]>C(O)C>[C:7]([O:10][CH2:2][CH:3]=[CH:4][CH2:5][O:10][C:7](=[O:9])[CH3:8])(=[O:9])[CH3:8]

Participants

4

Reactant 2

HCID 131802-Butene, 1,4-dibromo-HCID 517045Sodium Acetate

Product 1

HCID 1404022-Butene-1,4-diol diacetate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

After adding 1 g of 1,4-dibromo-2-butene (available from Sigma-Aldrich Co.) and 3 g of sodium acetate (available from Wako Pure Chemical Industries, Ltd.) into ethanol, reflux was conducted at 80° C. for 1 hour, to obtain 1,4-diacetoxy-2-butene. 1,4-diacetoxy-2-butene was dissolved in 30 ml of ethanol, and 20 ml of an aqueous sodium hydroxide solution (1 mol/l) was added, to synthesize 2-butene-1,4-diol.

Workup

  1. temperaturereflux

Sources & evidence

ORD record
ord-1d399d50f3d549bba3cba78eac5dd266
Source dataset
uspto-grants-2007_05
Patent number
US07217374B2

Reaction notes

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