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Triethylamine → Methyl (S)-2-methyl-3-((methylsulfonyl)oxy)propanoate

HRID 1360160
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HRID 1360160 반응식
[CH3:1][O:2][C:3](=[O:8])[C@@H:4]([CH3:7])[CH2:5][OH:6].C(N(CC)CC)C.[CH3:16][S:17](Cl)(=[O:19])=[O:18].C(OC(=O)CC(C)=O)C>ClCCl>[CH3:1][O:2][C:3](=[O:8])[C@@H:4]([CH3:7])[CH2:5][O:6][S:17]([CH3:16])(=[O:19])=[O:18]
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8868Ethyl AcetoacetateHCID 31297Methanesulfonyl chlorideHCID 10192563methyl (2S)-3-hydroxy-2-methylpropanoate

생성물 1

HCID 11608092Methyl (S)-2-methyl-3-((methylsulfonyl)oxy)propanoate수율 100%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

3 g (25.3 mmol) of (S)-3-hydroxy-2-methyl-propionic acid methyl ester was dissolved in dichloromethane 50 mL, then 5.3 mL (37.9 mmol) of triethylamine was dropwise added thereto. Thereafter, 2.16 mL (27.9 mmol) of methanesulfonyl chloride was added to the solution at 0° C. After 1 hour, 200 mL of ethylacetoacetate was added to the solution and then the reaction solution was washed with water and then an organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, then the residue was purified by column chromatography to give 4.97 g (25.3 mmol) of the title compound in a yield of 100%.

후처리

  1. washthe reaction solution was washed with water
  2. dry with materialan organic layer was dried over anhydrous magnesium sulfate
  3. distillationThe solvent was distilled off under reduced pressure
  4. customthe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-71898879b64a493db5528ec7feb6f1c2
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07879848B2

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