Triethylamine → (S)-tetrahydrofuran-3-yl methanesulfonate

HRID 1054455ノート

反応式

HRID 1054455 の反応式
[O:1]1[CH2:5][CH2:4][CH:3]([OH:6])[CH2:2]1.C(N(CC)CC)C.[S:14](Cl)([CH3:17])(=[O:16])=[O:15]>C(Cl)Cl>[CH3:17][S:14]([O:6][C@H:3]1[CH2:4][CH2:5][O:1][CH2:2]1)(=[O:16])=[O:15]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 99603-Furanol, tetrahydro-HCID 31297Methanesulfonyl chloride

生成物 1

HCID 57561588(S)-tetrahydrofuran-3-yl methanesulfonate収率 93.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of tetrahydrofuran-3-ol (25.0 g, 283 mmol) in 150 ml of DCM was cooled to 0° C., to this was added triethylamine (59 ml, 425 mmol) and mesylchloride (26.0 ml, 340 mmol), stirred the reaction mixture for 4 h at room temperature. TLC indicated reaction completion, it was diluted with DCM (100 ml), washed with water and brine solution, dried over anhydrous sodium sulfate, organic layer was evaporated to yields (44.0 g) of title product which was used as such for the next step.

後処理

  1. customreaction completion, it
  2. washwashed with water and brine solution
  3. dry with materialdried over anhydrous sodium sulfate, organic layer
  4. customwas evaporated

出典と根拠

ORDレコード
ord-8b7b7d26f0474ae9855adc790dff7a76
出典データセット
uspto-grants-2016_07
特許番号
US09394305B2

反応ノート

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