Trifluoroacetic acid → Ethyl 4-(2-(methylamino)ethyl)benzoate

HRID 587927ノート

反応式

HRID 587927 の反応式
C(O[C:6]([N:8](C)[CH2:9][CH2:10][C:11]1[CH:21]=[CH:20][C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:13][CH:12]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:6][NH:8][CH2:9][CH2:10][C:11]1[CH:21]=[CH:20][C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:13][CH:12]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 68475038Ethyl 4-(2-(tert-butoxycarbonyl(methyl)amino)ethyl)benzoate

生成物 1

HCID 59419931Ethyl 4-(2-(methylamino)ethyl)benzoate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
22 °C

実験手順

To a solution of 0.907 g (2.95 mmol) of ethyl 4-(2-(tert-butoxycarbonyl(methyl)amino)ethyl)benzoate in 10 mL of DCM at 0° C. was added 2.0 mL (26 mmol) of trifluoroacetic acid (TFA). The reaction was warmed to 22° C., stirred for 3 h and the solvents were then evaporated. The residue was partitioned between 100 mL of ethyl acetate and 100 mL of 1 N NaOH which had been saturated with NaCl. The aqueous layer was back-extracted with ethyl acetate (6×50 mL) and the combined organics were dried (Na2SO4) and evaporated to give 2c as a colorless oil.

後処理

  1. customthe solvents were then evaporated
  2. customThe residue was partitioned between 100 mL of ethyl acetate and 100 mL of 1 N NaOH which
  3. extractionThe aqueous layer was back-extracted with ethyl acetate (6×50 mL)
  4. dry with materialthe combined organics were dried (Na2SO4)
  5. customevaporated

出典と根拠

ORDレコード
ord-c5ff739a42c64004be5f2bf31cda68b2
出典データセット
uspto-grants-2016_01
特許番号
US09227918B2

反応ノート

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