Ethylene Glycol → 1,2-Ethanediol, 1,2-dimethanesulfonate

HRID 1021005

反応式

HRID 1021005 の反応式
C(=O)([O-])[O-].[K+].[K+].C(N(C(C)C)CC)(C)C.[CH2:16]([OH:19])[CH2:17][OH:18].[CH3:20][S:21](Cl)(=[O:23])=[O:22]>ClCCl.C1(C)C=CC=CC=1>[CH3:20][S:21]([O:18][CH2:17][CH2:16][O:19][S:21]([CH3:20])(=[O:23])=[O:22])(=[O:23])=[O:22]

参加物

6

反応物 4

HCID 174Ethylene GlycolHCID 11430Potassium CarbonateHCID 31297Methanesulfonyl chlorideHCID 81531Diisopropylethylamine

生成物 1

HCID 207961,2-Ethanediol, 1,2-dimethanesulfonate

試薬・触媒・溶媒 1

HCID 21877217Toluene methylene chloride溶媒

実験手順

Potassium carbonate (6.7 g, 48.5 mmol) and diisopropylethylamine (0.3 g, 2.3 mmol) were suspended in dichloromethane-toluene (1/1, 10 mL), and ethylene glycol (1.5 g, 23.3 mmol) and methanesulfonyl chloride (5.5 g, 48.0 mmol) were dropped at the same time in an ice bath. A reaction was effected at room temperature for 3 hours and, thereafter, the reaction was terminated by addition to ice water. An organic layer separated through liquid separation was concentrated, so as to obtain the desired product, 1,2-bis(methanesulfonyloxy)ethane, at a yield of 36% (1.8 g, 8.4 mmol). The measurement result of 1H NMR is as described below.

後処理

  1. customthe reaction was terminated by addition to ice water
  2. customAn organic layer separated through liquid separation
  3. concentrationwas concentrated

出典と根拠

ORDレコード
ord-d8d69f21d68e4417a51945fb50233f1c
出典データセット
uspto-grants-2014_05
特許番号
US08716513B2

関連ノート

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