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

HRID 1054455노트

반응식

HRID 1054455 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 57561588(S)-tetrahydrofuran-3-yl methanesulfonate수율 93.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-8b7b7d26f0474ae9855adc790dff7a76
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09394305B2

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