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Trifluoroacetic acid → (2-Phenyl-piperidin-1-yl)-piperidin-3-yl-methanone

HRID 2362774
ノート
印刷プレビュー

反応式

HRID 2362774 の反応式
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([C:14]([N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]2[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:15])[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[C:22]1([CH:17]2[CH2:18][CH2:19][CH2:20][CH2:21][N:16]2[C:14]([CH:10]2[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]2)=[O:15])[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 578223103-(2-Phenyl-piperidine-1-carbonyl)-piperidine-1-carboxlic acid tert.-butyl ester

生成物 1

HCID 57429185(2-Phenyl-piperidin-1-yl)-piperidin-3-yl-methanone収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 1 g 3-(2-phenyl-piperidine-1-carbonyl)-piperidine-1-carboxlic acid tert.-butyl ester in DCM (15 mL) was added 40% trifluoroacetic acid in DCM (6 mL). The mixture was stirred at room temperature for 4-5 h. After completion of the reaction all volatiles were evaporated, water (20 mL) was added and the mixture extracted with (2×25 mL) diethyl ether. The aqueous layer was adjusted with 10% aq. NaOH to pH=12, and extracted with ethyl acetate (2×25 mL). The combined organic layers were dried over sodium sulfate, filtered and evaporated under reduced pressure to yield 0.731 g (95%) of the title compound. (MH+) 273.36.

後処理

  1. customAfter completion of the reaction all volatiles
  2. customwere evaporated
  3. additionwater (20 mL) was added
  4. extractionthe mixture extracted with (2×25 mL) diethyl ether
  5. extractionextracted with ethyl acetate (2×25 mL)
  6. dry with materialThe combined organic layers were dried over sodium sulfate
  7. filtrationfiltered
  8. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-1e137261b67047bb9df1ff80329f5d22
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08691846B2

反応ノート

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