Trifluoroacetic acid → HCID 71542292、化合物

HRID 629541ノート

反応式

HRID 629541 の反応式
[C:1]12([C:11]3[CH:33]=[CH:32][C:14]([O:15][CH2:16][C:17]([N:19]4[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]4)=[O:18])=[CH:13][CH:12]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.FC(F)(F)C(O)=O>ClCCl>[C:1]12([C:11]3[CH:33]=[CH:32][C:14]([O:15][CH2:16][C:17]([N:19]4[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]4)=[O:18])=[CH:13][CH:12]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 71542291HCID 71542291、化合物

生成物 1

HCID 71542292HCID 71542292、化合物収率 94.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of tert-butyl 4-(2-(4-(adamantan-1-yl)phenoxy)acetyl)piperazine-1-carboxylate (0.15 g, 0.42 mmol), prepared from the example 29, in dichloromethane (1.5 mL) was added trifluoroacetic acid (0.15 g, 1.69 mmol) and stirred at room temperature overnight. The reaction mixture was concentrated and diluted with dichloromethane. The organic layer was washed with aqueous sodium bicarbonate and dried over anhydrous magnesium sulfate. The solvent was filtered and evaporated under reduced pressure to afford a crude solid, which was purified by silica gel column chromatography to give 2-(4-(adamantan-1-yl)phenoxy)-1-(piperazin-1-yl)ethanone as a white solid (0.11 g, 94.8% yield).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additiondiluted with dichloromethane
  3. washThe organic layer was washed with aqueous sodium bicarbonate
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationThe solvent was filtered
  6. customevaporated under reduced pressure
  7. customto afford a crude solid, which
  8. customwas purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-4b78dd02568d4cdc939042cfcfaf88a3
出典データセット
uspto-grants-2016_04
特許番号
US09315507B2

反応ノート

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