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

HRID 1360160
ノート
印刷プレビュー

反応式

HRID 1360160 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-71898879b64a493db5528ec7feb6f1c2
出典データセット
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07879848B2

反応ノート

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