tert-Butyl 4-formylpiperidine-1-carboxylate → HCID 178482474、化合物

HRID 1620467ノート

反応式

HRID 1620467 の反応式
[CH:1]([CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1)=O.[CH3:16][NH:17][C:18]1[CH2:22][S:21][C:20](=[O:23])[N:19]=1.CC(C)([O-])C.[K+]>C(O)C>[CH3:16][NH:17][C:18]1=[N:19][C:20](=[O:23])[S:21]/[C:22]/1=[CH:1]\[CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1

参加物

5

反応物 3

HCID 1514430tert-Butyl 4-formylpiperidine-1-carboxylateHCID 23665647Potassium tert-butoxideHCID 178482466HCID 178482466、化合物

生成物 1

HCID 178482474HCID 178482474、化合物収率 51.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

tert-Butyl 4-formylpiperidine-1-carboxylate (1.61 g) and 4-(methylamino)-1,3-thiazol-2(5H)-one (1.18 g) were suspended in ethanol (10 mL), potassium tert-butoxide (1.02 g) was added, and the mixture was stirred at 80° C. for 8 hr. The reaction mixture was concentrated, saturated aqueous ammonium chloride solution was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (1.27 g).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additionsaturated aqueous ammonium chloride solution was added to the residue
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-a2ab593111f2466c8984bed50b0ee5f8
出典データセット
uspto-grants-2014_07
特許番号
US08772277B2

反応ノート

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