Triethylamine → 2-(Tetrahydro-2H-pyran-3-yl)ethyl methanesulfonate

HRID 1010941노트

반응식

HRID 1010941 반응식
[O:1]1[CH2:6][CH2:5][CH2:4][CH:3]([CH2:7][CH2:8][OH:9])[CH2:2]1.C(N(CC)CC)C.[CH3:17][S:18](Cl)(=[O:20])=[O:19]>ClCCl>[CH3:17][S:18]([O:9][CH2:8][CH2:7][CH:3]1[CH2:4][CH2:5][CH2:6][O:1][CH2:2]1)(=[O:20])=[O:19]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 55264768Tetrahydro-2H-pyran-3-ethanol

생성물 1

HCID 576996182-(Tetrahydro-2H-pyran-3-yl)ethyl methanesulfonate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 2-(tetrahydro-2H-pyran-3-yl)ethanol (1.54 gm) and triethylamine (3.3 ml) in dichloromethane (25 ml) was cooled (ice bath) and methanesulphonyl chloride (1.19 ml) added dropwise with stirring over 5 min. The reaction slowly warmed to ambient temperature as the ice bath melted. After 16 h the mixture was washed with saturated aq. sodium hydrogen carbonate, the aqueous layer extracted twice with dichloromethane and the combined extracts washed with dilute brine, dried by passing through a hydrophobic frit and evaporated to give the title compound as a brown oil, yield 2.38 g.

후처리

  1. additionadded dropwise
  2. customThe reaction
  3. washAfter 16 h the mixture was washed with saturated aq. sodium hydrogen carbonate
  4. extractionthe aqueous layer extracted twice with dichloromethane
  5. washthe combined extracts washed with dilute brine
  6. customdried
  7. customevaporated

출처 및 근거

ORD 기록
ord-7e0e59a12b9340a694be76a51c5abadb
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977344B2

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