Trifluoroacetic acid → Methyl 3-(3-aminopiperidin-1-yl)benzoate

HRID 602161ノート

反応式

HRID 602161 の反応式
FC(F)(F)C(O)=O.C(OC([NH:15][CH:16]1[CH2:21][CH2:20][CH2:19][N:18]([C:22]2[CH:23]=[C:24]([CH:29]=[CH:30][CH:31]=2)[C:25]([O:27][CH3:28])=[O:26])[CH2:17]1)=O)(C)(C)C>ClCCl>[NH2:15][CH:16]1[CH2:21][CH2:20][CH2:19][N:18]([C:22]2[CH:23]=[C:24]([CH:29]=[CH:30][CH:31]=2)[C:25]([O:27][CH3:28])=[O:26])[CH2:17]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 58992690Methyl 3-[3-(tert-butoxycarbonylamino)piperidin-1-yl]benzoate

生成物 1

HCID 58992611Methyl 3-(3-aminopiperidin-1-yl)benzoate収率 50%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Trifluoroacetic acid (2 mL) was added to methyl 3-[3-(tert-butoxycarbonylamino)piperidin-1-yl]benzoate (451 mg, 1.35 mmol) in dichloromethane (2 mL). The reaction mixture was stirred at room temperature for 1 hour. Subsequently, the mixture was concentrated and a saturated aqueous sodium bicarbonate solution was added to the residue to make it basic. The mixture was extracted with ethyl acetate and the organic layer washed with brine and dried over magnesium sulfate. Evaporation of the solvent gave 158 mg (50%) of the desired compound as a pale yellow oil.

後処理

  1. concentrationSubsequently, the mixture was concentrated
  2. additiona saturated aqueous sodium bicarbonate solution was added to the residue
  3. extractionThe mixture was extracted with ethyl acetate
  4. washthe organic layer washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customEvaporation of the solvent

出典と根拠

ORDレコード
ord-9e2848ca960545a1bf7b7cc77d96c5f3
出典データセット
uspto-grants-2011_03
特許番号
US07902367B2

反応ノート

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