Hydrogen Bromide → 4-hydroxy-3-isopropylfuran-2(5H)-one

HRID 1501775Notes

Reaction equation

HRID 1501775 reaction equation
BrC[C:3](=[O:13])[CH:4]([CH:10]([CH3:12])[CH3:11])[C:5]([O:7][CH2:8]C)=[O:6].Br>>[OH:13][C:3]1[CH2:8][O:7][C:5](=[O:6])[C:4]=1[CH:10]([CH3:11])[CH3:12]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 86709464HCID 86709464, compound

Product 1

HCID 589802874-hydroxy-3-isopropylfuran-2(5H)-one

Conditions

Temperature
100 °C

Procedure

A mixture of ethyl 4-bromo-2-isopropyl-3-oxobutanoate (7.1 g, 28 mmol) and hydrogen bromide (48%, 0.032 mL, 0.28 mmol) was heated at 100° C. for 8 h. After cooling to rt, the solid was collected by filtration followed by diethyl ether washing to give 4-hydroxy-3-isopropylfuran-2(5H)-one. LCMS: (M+1)+:143.09.

Workup

  1. temperatureAfter cooling to rt
  2. filtrationthe solid was collected by filtration

Sources & evidence

ORD record
ord-38e49f77a07d4c18ba9fbbce38fa0e3b
Source dataset
uspto-grants-2015_12
Patent number
US09206198B2

Reaction notes

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