Hydrochloric Acid → 2-Ethylthiomethyl-4-methylpentanoic acid
Reaction equation
[CH2:1]([S:3][CH2:4][CH:5]([CH2:11][CH:12]([CH3:14])[CH3:13])[C:6]([O:8]CC)=[O:7])[CH3:2].O.Cl>C(OCC)(=O)C.C(O)C.[OH-].[K+]>[CH2:1]([S:3][CH2:4][CH:5]([CH2:11][CH:12]([CH3:13])[CH3:14])[C:6]([OH:8])=[O:7])[CH3:2]Participants
Procedure
650 mg of ethyl 2-ethylthiomethyl-4-methylpentanoate was dissolved in 6 ml of an ethanol/water (10/1) solution, 8.9 ml of an ethanol/water (10/1) solution of 2N potassium hydroxide was added thereto. The solution was stirred at room temperature for 2.5 hours, and then, the reaction solution was distilled off under reduced pressure to obtain a suspension. To this suspension, 40 ml of water was added, and the reaction solution was adjusted to pH2 with 2N hydrochloric acid under cooling with ice, and extracted with ethyl acetate. The ethyl acetate layer was washed with water and then with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. Then, the solvent was distilled off to obtain 577 mg of 2-ethylthiomethyl-4-methylpentanoic acid as colorless oily substance.
Workup
- additionwas added
- distillationthe reaction solution was distilled off under reduced pressure
- customto obtain a suspension
- temperatureunder cooling with ice
- extractionextracted with ethyl acetate
- washThe ethyl acetate layer was washed with water
- dry with materialwith a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate
- distillationThen, the solvent was distilled off
Sources & evidence
- ORD record
- ord-e65400975a3d4dbd92f9d2b761b23ad9
- Source dataset
- uspto-grants-1996_01
- Patent number
- US05481036
Reaction notes
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