Isobutyryl chloride → HCID 18538606, 화합물

HRID 412914노트

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HRID 412914 반응식
[CH2:1]([CH:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:19])[C:15]([F:18])([F:17])[F:16])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:20](Cl)(=[O:24])[CH:21]([CH3:23])[CH3:22].[Cl-].[Al+3].[Cl-].[Cl-]>ClCCl>[C:20]([C:5]1[CH:4]=[CH:3][C:2]([CH2:1][CH:8]2[CH2:13][CH2:12][N:11]([C:14](=[O:19])[C:15]([F:18])([F:16])[F:17])[CH2:10][CH2:9]2)=[CH:7][CH:6]=1)(=[O:24])[CH:21]([CH3:23])[CH3:22]

참가 물질

5

반응물 3

HCID 62325Isobutyryl chlorideHCID 8977951-(4-Benzylpiperidin-1-yl)-2,2,2-trifluoroethanoneHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 18538606HCID 18538606, 화합물수율 66%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 4-benzyl-1-(trifluoroacetyl)piperidine (4.34 g, 16.0 mmol) and isobutyryl chloride (2.18 mL, 20.8 mmol) in dichloromethane (50 mL) was added aluminum chloride (5.33 g, 40.0 mmol) at 0° C., and the reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was poured into ice water (50 g), the organic layer was separated and the aqueous layer was extracted with dichloromethane (30 mL) The combined organic layers were washed with saturated aqueous sodium bicarbonate solution (3×15 mL), brine (15 mL), dried over anhydrous magnesium sulfate, filtered, and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel, using ethyl acetate/hexane (1/19 to 1/9) as eluent to afford the title compound (3.60 g, 10.5 mmol, 66%) as a colorless oil.

후처리

  1. customthe organic layer was separated
  2. extractionthe aqueous layer was extracted with dichloromethane (30 mL) The combined organic layers
  3. washwere washed with saturated aqueous sodium bicarbonate solution (3×15 mL), brine (15 mL)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customThe residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-c5a73df50a604f5bb5c36537d62d3768
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06562978B1

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