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Methane → 2-(Acetyloxy)-4-(methylsulfanyl)butanoic acid

HRID 1754042
ノート
印刷プレビュー

反応式

HRID 1754042 の反応式
[CH3:1][S:2][CH2:3][CH2:4][CH:5]([OH:9])[C:6]([OH:8])=[O:7].C.C(N(CC)CC)C.[C:18](Cl)(=[O:20])[CH3:19]>>[C:18]([O:9][CH:5]([CH2:4][CH2:3][S:2][CH3:1])[C:6]([OH:8])=[O:7])(=[O:20])[CH3:19]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 4

HCID 297MethaneHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 11427alpha-Hydroxy-gamma-methylmercaptobutyric acid

生成物 1

HCID 30747282-(Acetyloxy)-4-(methylsulfanyl)butanoic acid収率 63.1%

反応条件

温度
0 °C

実験手順

To a solution of 2-hydroxy-4-(methylthio)butanoic acid (50.74 g, 337.8 mmol, obtained by stirring Alimet over activated charcoal, filtering and concentrating in a rotovap) in dichloromethane (1 L) was added triethylamine (93 mL, 667.3 mmol) and the resulting mixture was cooled to 0° C. To the cooled mixture was added acetyl chloride (26 mL, 365.6 mmol) dropwise. The ice bath was removed and the reaction was allowed to warm to room temperature overnight. The reaction was washed with 1N HCl (2×300 mL), and brine (1×300 mL), dried over magnesium sulfate, filtered and evaporated to give an amber oil (59.82 g, 63.1%). m/z 193 (MH+).

後処理

  1. filtrationfiltering
  2. concentrationconcentrating in a rotovap) in dichloromethane (1 L)
  3. customThe ice bath was removed
  4. temperatureto warm to room temperature overnight
  5. washThe reaction was washed with 1N HCl (2×300 mL), and brine (1×300 mL)
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-8a45b48979be4167b65dfe0a1edf247a
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09169203B2

反応ノート

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