Tetrahydrofuran → 1-(2-Chloroethyl)-4-(methylsulfonyl)piperidine

HRID 85733노트

반응식

HRID 85733 반응식
[CH3:1][S:2]([CH:5]1[CH2:10][CH2:9][N:8]([CH2:11][CH2:12]O)[CH2:7][CH2:6]1)(=[O:4])=[O:3].S(Cl)([Cl:16])=O.C1COCC1>ClC(Cl)C>[Cl:16][CH2:12][CH2:11][N:8]1[CH2:9][CH2:10][CH:5]([S:2]([CH3:1])(=[O:4])=[O:3])[CH2:6][CH2:7]1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 24386Thionyl ChlorideHCID 682760202-(4-(Methylsulfonyl)piperidin-1-yl)ethanol

생성물 1

HCID 682759471-(2-Chloroethyl)-4-(methylsulfonyl)piperidine수율 59.3%

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

반응 조건

온도
74 °C

실험 절차

A mixture of 2-(4-(methylsulfonyl)piperidin-1-yl)ethanol (620 mg, 2.99 mmol) and thionyl chloride (1.092 mL, 14.95 mmol) in dichloroethane (5 mL) was heated up at 74° C. for 4 hours. The reaction mixture was concentrated under reduced pressure to provide the crude, to the crude was added THF (10 mL), the grey precipitate was observed and collected. The solid was dried under vacuum for 20 hour to provide the desired product as grey solid (400 mg, 59%). LCMS: m/e 226.1 (M+H)+, 1.00 min (method 6).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto provide the crude
  3. customcollected
  4. customThe solid was dried under vacuum for 20 hour

출처 및 근거

ORD 기록
ord-e6d61111c8c8461bbff38de8667ff559
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846647B2

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