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Trifluoroacetic acid → (Z)-1-{4-[2-(benzyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl]-2-(prop-1-en-1-yl)phenyl}piperazine

HRID 1038535
ノート
印刷プレビュー

反応式

HRID 1038535 の反応式
[CH2:1]([O:8][C:9]([C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26][CH2:25]2)=[C:20](/[CH:37]=[CH:38]\[CH3:39])[CH:19]=1)([C:14]([F:17])([F:16])[F:15])[C:10]([F:13])([F:12])[F:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O.C(=O)([O-])O.[Na+]>ClCCl>[CH2:1]([O:8][C:9]([C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[C:20](/[CH:37]=[CH:38]\[CH3:39])[CH:19]=1)([C:10]([F:11])([F:12])[F:13])[C:14]([F:16])([F:17])[F:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
参加物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 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 86647188tert-butyl (Z)-4-{4-[2-(benzyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl]-2-(prop-1-en-1-yl)phenyl}piperazine-1-carboxylate

生成物 1

HCID 86647190(Z)-1-{4-[2-(benzyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl]-2-(prop-1-en-1-yl)phenyl}piperazine収率 141.1%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

tert-Butyl (Z)-4-{4-[2-(benzyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl]-2-(prop-1-en-1-yl)phenyl}piperazine-1-carboxylate (67 mg, 0.119 mmol) was dissolved in dichloromethane (2.0 mL). Under ice-cold conditions, trifluoroacetic acid (200 μL) was added and stirred at room temperature for 0.5 hours. The reaction solution was added a saturated aqueous solution of sodium hydrogen carbonate under ice-cold conditions, and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified by silica-gel column chromatography (chloroform). The title compound (77 mg (yield >99%)) was obtained as a white pink oil.

後処理

  1. extractionextracted with chloroform
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe obtained residue was purified by silica-gel column chromatography (chloroform)

出典と根拠

ORDレコード
ord-d90fdd2910fd4f7faa96fbcaa3f9e22a
出典データセット
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08551985B2

反応ノート

読み込み中…

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