3-(4-(Tert-butyldimethylsilyloxy)cyclohex-1-enyl)-2-fluoropyridine → 4-(2-Fluoropyridin-3-YL)cyclohex-3-enol

HRID 410235노트

반응식

HRID 410235 반응식
[Si]([O:8][CH:9]1[CH2:14][CH2:13][C:12]([C:15]2[C:16]([F:21])=[N:17][CH:18]=[CH:19][CH:20]=2)=[CH:11][CH2:10]1)(C(C)(C)C)(C)C>ClCCl>[F:21][C:16]1[C:15]([C:12]2[CH2:13][CH2:14][CH:9]([OH:8])[CH2:10][CH:11]=2)=[CH:20][CH:19]=[CH:18][N:17]=1

참가 물질

3

반응물 1

HCID 593268503-(4-(Tert-butyldimethylsilyloxy)cyclohex-1-enyl)-2-fluoropyridine

생성물 1

HCID 593267944-(2-Fluoropyridin-3-YL)cyclohex-3-enol

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

To a flask containing 3-(4-(tert-butyldimethylsilyloxy)cyclohex-1-enyl)-2-fluoropyridine (1.5 g, 4.88 mmol) was added anhydrous dichloromethane (48.8 mL) under nitrogen. After cooling to 0° C., hydrogen fluoride-pyridine complex (1.696 mL, 19.51 mmol) was added dropwise. The reaction mixture was warmed to room temperature and stirred until the starting material had been consumed. The reaction mixture was quenched with saturated aqueous sodium bicarbonate and extracted with dichloromethane before drying over magnesium sulfate, filtering, and concentrating to a clear oil under reduced pressure. The material was used without purification.

후처리

  1. additionhydrogen fluoride-pyridine complex (1.696 mL, 19.51 mmol) was added dropwise
  2. temperatureThe reaction mixture was warmed to room temperature
  3. customhad been consumed
  4. customThe reaction mixture was quenched with saturated aqueous sodium bicarbonate
  5. extractionextracted with dichloromethane
  6. dry with materialbefore drying over magnesium sulfate
  7. filtrationfiltering
  8. concentrationconcentrating to a clear oil under reduced pressure
  9. customThe material was used without purification

출처 및 근거

ORD 기록
ord-a00f4a71f3c945fe8f544cfc85816f4d
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759532B2

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