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

HRID 1010941ノート

反応式

HRID 1010941 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7e0e59a12b9340a694be76a51c5abadb
出典データセット
uspto-grants-2011_07
特許番号
US07977344B2

反応ノート

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