Chlorosulfonic acid → HCID 22676671, 화합물

HRID 412918노트

반응식

HRID 412918 반응식
[F:1][C:2]([F:19])([F:18])[C:3]([N:5]1[CH2:10][CH2:9][CH:8]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7][CH2:6]1)=[O:4].[Cl:20][S:21](O)(=[O:23])=[O:22]>ClCCl>[F:19][C:2]([F:1])([F:18])[C:3]([N:5]1[CH2:10][CH2:9][CH:8]([CH2:11][C:12]2[CH:13]=[CH:14][C:15]([S:21]([Cl:20])(=[O:23])=[O:22])=[CH:16][CH:17]=2)[CH2:7][CH2:6]1)=[O:4]

참가 물질

4

반응물 2

HCID 24638Chlorosulfonic acidHCID 8977951-(4-Benzylpiperidin-1-yl)-2,2,2-trifluoroethanone

생성물 1

HCID 22676671HCID 22676671, 화합물수율 41.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

A mixture of 1-(trifluoroacetyl)-4-benzylpiperidine (29.2 g, 108 mmol) and dichloromethane (10 ml) was added dropwise to chlorosulfonic acid (36 ml, 539 mmol) over period of 1 h at −10° C. The mixture was stirred at 0° C. for 1 h and then at room temperature for 1 h. The whole was poured into ice-water (500 ml). The mixture was extracted with dichloromethane (200 ml×2). The extracts were washed with 5% aqueous sodium bicarbonate (500 ml), saturated sodium chloride solution (500 ml) successively. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography (silica gel 100 g, ethyl acetate/hexane=1/20 to 1/5) to obtain the title compound (16.5 g, 41%) as a colorless crystalline powder.

후처리

  1. waitat room temperature for 1 h
  2. extractionThe mixture was extracted with dichloromethane (200 ml×2)
  3. washThe extracts were washed with 5% aqueous sodium bicarbonate (500 ml), saturated sodium chloride solution (500 ml) successively
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by flash column chromatography (silica gel 100 g, ethyl acetate/hexane=1/20 to 1/5)

출처 및 근거

ORD 기록
ord-74355547d2874b488d7c770ee7c91b8f
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06562978B1

반응 노트

불러오는 중…