Isobutyryl chloride → HCID 18538606、化合物

HRID 412914ノート

反応式

HRID 412914 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 18538606HCID 18538606、化合物収率 66%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c5a73df50a604f5bb5c36537d62d3768
出典データセット
uspto-grants-2003_05
特許番号
US06562978B1

反応ノート

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