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Methanesulfonyl chloride → 2-(3-Iodophenyl)ethyl methanesulfonate

HRID 15893
ノート
印刷プレビュー

反応式

HRID 15893 の反応式
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[I:6][C:7]1[CH:8]=[C:9]([CH2:13][CH2:14][OH:15])[CH:10]=[CH:11][CH:12]=1.C(N(C(C)C)CC)(C)C>ClCCl.[Cl-].[NH4+]>[CH3:1][S:2]([O:15][CH2:14][CH2:13][C:9]1[CH:10]=[CH:11][CH:12]=[C:7]([I:6])[CH:8]=1)(=[O:4])=[O:3]
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 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 151698502-(3-Iodophenyl)ethanol

生成物 1

HCID 574443702-(3-Iodophenyl)ethyl methanesulfonate収率 45%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 25517Ammonium Chloride
溶媒

実験手順

Methanesulfonyl chloride (1.5 mL, 1.2 eq.) was added dropwise to a stirred solution of 2-(3-iodophenyl)ethanol (3.6 g) in dichloromethane (100 mL) and diisopropylethylamine (3.8 mL, 1.5 equiv.) at 0° C. The solution was warmed to room temperature and stirred for 18 h. The reaction mixture was diluted with aqueous ammonium chloride solution and extracted with dichloromethane. The organic layers were combined, washed with aqueous sodium hydrogencarbonate solution, brine, dried over sodium sulfate and concentrated under reduced pressure. The crude was purified using column chromatography (SiO2 cartridge) using DCM-cyclohexane (70:30) to afford the title compound (3.2 g, 45% yield).

後処理

  1. extractionextracted with dichloromethane
  2. washwashed with aqueous sodium hydrogencarbonate solution, brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe crude was purified

出典と根拠

ORDレコード
ord-9ba5bab4cd0f4a90b639592dfbd117d9
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07732600B2

反応ノート

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