3-Hydroxybutyric Acid → HCID 19099855, compound

HRID 1975454Notes

Reaction equation

HRID 1975454 reaction equation
[OH:1][CH:2]([CH3:7])[CH2:3][C:4]([OH:6])=[O:5].[Br:8][CH2:9][C:10](Cl)=[O:11].C(N(CC)CC)C>C(OCC)C>[Br:8][CH2:9][C:10]([O:1][CH:2]([CH3:7])[CH2:3][C:4]([OH:6])=[O:5])=[O:11]

Participants

5

Conditions

Temperature
5 °C

Procedure

5 g (0.048 mol) of 3-hydroxybutyric acid and 0.062 mol of bromoacetyl chloride were dissolved in 100 ml of diethyl ether. This solution was stirred in an ice bath, and while maintaining the solution at a level of not higher than 5° C., 20 ml of diethyl ether containing 5.35 g (0.053 mol) of triethylamine was dropwise added over a period of 30 minutes. After the dropwise addition, the mixture was stirred at room temperature for 10 hours. Then, triethylamine hydrochloride was filtered off from the reaction solution, and the filtrate was washed three times with distilled water. The ether solution thereby obtained was dried over anhydrous sodium sulfate, and then diethyl ether was distilled off. As a result, a slightly yellow desired compound was obtained in a yield of 70%.

Workup

  1. additionAfter the dropwise addition
  2. stirringthe mixture was stirred at room temperature for 10 hours
  3. filtrationThen, triethylamine hydrochloride was filtered off from the reaction solution
  4. washthe filtrate was washed three times with distilled water
  5. customThe ether solution thereby obtained
  6. dry with materialwas dried over anhydrous sodium sulfate
  7. distillationdiethyl ether was distilled off

Sources & evidence

ORD record
ord-b80d97bb0d46456d8dd5c4b54a9d3924
Source dataset
uspto-grants-1994_02
Patent number
US05286842

Reaction notes

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