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

HRID 1021005

반응식

HRID 1021005 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 21877217Toluene methylene chloride용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-d8d69f21d68e4417a51945fb50233f1c
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716513B2

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