Levulinic Acid → 3-Bromo-4-oxopentanoic acid

HRID 1498943Notes

Reaction equation

HRID 1498943 reaction equation
[O:1]=[C:2]([CH3:8])[CH2:3][CH2:4][C:5]([OH:7])=[O:6].[Br:9]Br>Cl>[Br:9][CH:3]([C:2](=[O:1])[CH3:8])[CH2:4][C:5]([OH:7])=[O:6]

Participants

4

Procedure

Concentrated hydrochloric acid (20 ml) was added to 4-oxopentanoic acid (5.0 g), and bromine was added dropwise thereto at −15° C. The mixture was stirred at a room temperature. After 4 hours, the reaction solution was poured into ice water (45 ml). The reaction solution was subjected to extraction with ethyl ether, and the organic layer was washed with a saturated saline solution, dried over anhydrous magnesium sulfate and then concentrated under a reduced pressure to give the title compound (7.06 g, 84%).

Workup

  1. additionwas added dropwise
  2. customat −15° C
  3. extractionThe reaction solution was subjected to extraction with ethyl ether
  4. washthe organic layer was washed with a saturated saline solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under a reduced pressure

Sources & evidence

ORD record
ord-760210fe97d9471d9a17f4828b47d075
Source dataset
uspto-grants-2015_12
Patent number
US09200008B2

Reaction notes

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