1,4-Cyclohexanedione → HCID 67275119、化合物

HRID 2172186ノート

反応式

HRID 2172186 の反応式
[F:1][C:2]([F:18])([F:17])[O:3][C:4]1[CH:16]=[CH:15][C:7]([CH2:8][CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:6][CH:5]=1.[C:19]1(=O)[CH2:24][CH2:23][C:22](=[O:25])[CH2:21][CH2:20]1>[Pd].C(O)C>[F:18][C:2]([F:17])([F:1])[O:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][CH:9]2[CH2:14][CH2:13][N:12]([C:19]3[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=3)[CH2:11][CH2:10]2)=[CH:15][CH:16]=1

参加物

5

反応物 2

HCID 125111,4-CyclohexanedioneHCID 23081575HCID 23081575、化合物

生成物 1

HCID 67275119HCID 67275119、化合物収率 17.6%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

反応条件

温度
75 °C

実験手順

10% palladium on carbon (64 mg) was added to an ethanol solution (13 ml) of 4-(4-trifluoromethoxybenzyl)piperidine (1.28 g) and 1,4-cyclohexanedione (1.19 g), and the mixture was stirred at 70 to 80° C. for 8.5 hours. After being cooled to room temperature, the catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure. After being dissolved in ethyl acetate, the residue was washed with a saturated sodium chloride aqueous solution and dried over magnesium sulfate. After being concentrated under reduced pressure, the residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:0→6:4) to afford the title compound as a black oil (305 mg).

後処理

  1. temperatureAfter being cooled to room temperature
  2. customthe catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. dissolutionAfter being dissolved in ethyl acetate
  5. washthe residue was washed with a saturated sodium chloride aqueous solution
  6. dry with materialdried over magnesium sulfate
  7. concentrationAfter being concentrated under reduced pressure
  8. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:0→6:4)

出典と根拠

ORDレコード
ord-cf96a904f7bc4cee9e8328e307e9cf53
出典データセット
uspto-grants-2015_06
特許番号
US09051333B2

反応ノート

読み込み中…