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Trifluoroacetic acid → HCID 59263044、化合物

HRID 881029
ノート
印刷プレビュー

反応式

HRID 881029 の反応式
[C:1]([C:3]1[CH:25]=[CH:24][C:6]([O:7][CH2:8][CH2:9][CH2:10][CH:11]2[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]2)=[CH:5][C:4]=1[F:26])#[N:2].FC(F)(F)C(O)=O>C(Cl)Cl>[F:26][C:4]1[CH:5]=[C:6]([O:7][CH2:8][CH2:9][CH2:10][CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[CH:24]=[CH:25][C:3]=1[C:1]#[N:2]
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 59263029Tert-butyl 4-[3-(4-cyano-3-fluorophenoxy)propyl]-1-piperidinecarboxylate

生成物 1

HCID 59263044HCID 59263044、化合物収率 58.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a methylene chloride (5.5 mL) solution of 0.66 g of tert-butyl 4-[3-(4-cyano-3-fluorophenoxy) propyl]-1-piperidinecarboxylate was dropwise added 1.8 mL of trifluoroacetic acid under cooling with ice over a period of 2 minutes, which was then stirred at room temperature for 6 hours. The solvent was distilled off under reduced pressure, and chloroform and a 1.0 mol/L sodium hydroxide aqueous solution were added to the resultant residue. The organic layer was separated and dried with anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The resultant residue was purified using silica gel column chromatography (eluent; chloroform:methanol=4:1) to provide 0.28 g of 2-fluoro-4-[3-(4-piperidinyl)propoxy] benzonitrile as pale yellow oily form.

後処理

  1. temperatureunder cooling with ice over a period of 2 minutes
  2. distillationThe solvent was distilled off under reduced pressure, and chloroform
  3. additiona 1.0 mol/L sodium hydroxide aqueous solution were added to the resultant residue
  4. customThe organic layer was separated
  5. dry with materialdried with anhydrous magnesium sulfate
  6. distillationby distilling off the solvent under reduced pressure
  7. customThe resultant residue was purified

出典と根拠

ORDレコード
ord-248f59dd06f84fbdbe953ce6991efe3a
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08993603B2

反応ノート

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