Tetrahydrofuran → Benzyl 4-{3,3,3-trifluoro-2-[(methylsulfonyl)oxy]propoxy}piperidine-1-carboxylate

HRID 2368103노트

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HRID 2368103 반응식
[F:1][C:2]([F:24])([F:23])[CH:3]([OH:22])[CH2:4][O:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:13])[CH2:8][CH2:7]1.[S:25](Cl)([CH3:28])(=[O:27])=[O:26].C(N(CC)CC)C.C1COCC1>O>[F:24][C:2]([F:1])([F:23])[CH:3]([O:22][S:25]([CH3:28])(=[O:27])=[O:26])[CH2:4][O:5][CH:6]1[CH2:7][CH2:8][N:9]([C:12]([O:14][CH2:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[O:13])[CH2:10][CH2:11]1

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 67447074Benzyl 4-(3,3,3-trifluoro-2-hydroxypropoxy)piperidine-1-carboxylate

생성물 1

HCID 86658699Benzyl 4-{3,3,3-trifluoro-2-[(methylsulfonyl)oxy]propoxy}piperidine-1-carboxylate

시약·촉매·용매 1

HCID 962Water용매

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온도
0 °C

실험 절차

A mixture of benzyl 4-(3,3,3-trifluoro-2-hydroxypropoxy)piperidine-1-carboxylate (983 mg), mesyl chloride (0.438 mL), triethylamine (0.789 mL) and THF (10 mL) was stirred at 0° C. for 1 hr, and then at room temperature overnight. Water was added thereto, and the obtained mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.12 g).

후처리

  1. customat room temperature
  2. customovernight
  3. extractionthe obtained mixture was extracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-645bdbfeb14843f8810bf00ef15d3efb
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08703758B2

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