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Piperidinium acetate → HCID 178463637、化合物

HRID 1620780
ノート
印刷プレビュー

反応式

HRID 1620780 の反応式
[CH2:1]([NH:3][C:4]1[CH2:8][S:7][C:6](=[O:9])[N:5]=1)[CH3:2].[F:10][C:11]([F:32])([F:31])[C:12]1[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[CH:23][C:13]=1[CH2:14][N:15]1[CH2:20][CH2:19][CH:18]([CH:21]=O)[CH2:17][CH2:16]1.C([O-])(=O)C.[NH2+]1CCCCC1>CC(O)C>[F:32][C:11]([F:10])([F:31])[C:12]1[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[CH:23][C:13]=1[CH2:14][N:15]1[CH2:20][CH2:19][CH:18](/[CH:21]=[C:8]2/[C:4]([NH:3][CH2:1][CH3:2])=[N:5][C:6](=[O:9])[S:7]/2)[CH2:17][CH2:16]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 3014295Piperidinium acetateHCID 866786631-[2,4-Bis(trifluoromethyl)benzyl]piperidine-4-carbaldehydeHCID 178463636HCID 178463636、化合物

生成物 1

HCID 178463637HCID 178463637、化合物収率 11%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
75 °C

実験手順

To a solution of 4-(ethylamino)-1,3-thiazol-2(5H)-one (310 mg) and 1-[2,4-bis(trifluoromethyl)benzyl]piperidine-4-carbaldehyde (802 mg) in 2-propanol (10 mL) was added piperidinium acetate (312 mg). The reaction mixture was stirred at 75° C. for 4 hr and concentrated under reduced pressure. Water 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 (ethyl acetate/hexane), and the obtained solid was washed with diisopropyl ether to give the title compound (110 mg).

後処理

  1. concentrationconcentrated under reduced pressure
  2. additionWater 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 (ethyl acetate/hexane)
  8. washthe obtained solid was washed with diisopropyl ether

出典と根拠

ORDレコード
ord-dd80c8d118f84dbe82874d58cc0598b7
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08772277B2

反応ノート

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