Trifluoroacetic acid → HCID 71542292, 화합물

HRID 629541노트

반응식

HRID 629541 반응식
[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

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 71542291HCID 71542291, 화합물

생성물 1

HCID 71542292HCID 71542292, 화합물수율 94.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-4b78dd02568d4cdc939042cfcfaf88a3
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315507B2

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