4,5-Anhydro-1,3-dideoxy-4-methyl-3-prop-2-en-1-ylpent-2-ulose → 2,4-Dimethyl-3-(prop-2-en-1-yl)furan

HRID 894156Notes

Reaction equation

HRID 894156 reaction equation
[CH2:1]([CH:4]([C:8]1([CH3:11])[O:10][CH2:9]1)[C:5](=O)[CH3:6])[CH:2]=[CH2:3]>CCOCC>[CH3:11][C:8]1[O:10][CH:9]=[C:5]([CH3:6])[C:4]=1[CH2:1][CH:2]=[CH2:3]

Participants

3

Reactant 1

HCID 132086284,5-Anhydro-1,3-dideoxy-4-methyl-3-prop-2-en-1-ylpent-2-ulose

Product 1

HCID 132086342,4-Dimethyl-3-(prop-2-en-1-yl)furanYield 80.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
220 °C

Procedure

A mixture of 3-allyl-4-methyl-4,5-epoxypentan-2-one (4.5 g) and glass powder (0.90 g) was stirred at a bath temperature of 220° C. for 10 hours in a nitrogen gas stream. After reaction, ether was added to the reaction mass, followed by drying over anhydrous magnesium sulfate. After removing the solvent by evaporation, the residue was distilled under reduced pressure to obtain 3.2 g of 2,4-dimethyl-3-allylfuran as a pale yellow oil.

Workup

  1. additionwas added to the reaction mass
  2. dry with materialby drying over anhydrous magnesium sulfate
  3. customAfter removing the solvent
  4. customby evaporation
  5. distillationthe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-dad86084c0d841d6ada2d8b239c5b280
Source dataset
uspto-grants-1981_08
Patent number
US04282372

Reaction notes

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