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Trifluoroacetic acid → Ethyl 2-[4-(aminomethyl)phenyl]propanoate

HRID 1428797
ノート
印刷プレビュー

反応式

HRID 1428797 の反応式
FC(F)(F)C(O)=O.C(OC([NH:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH:23]([CH3:29])[C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:19][CH:18]=1)=O)(C)(C)C>ClCCl>[NH2:15][CH2:16][C:17]1[CH:18]=[CH:19][C:20]([CH:23]([CH3:29])[C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:21][CH:22]=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 86680232Ethyl 2-(4-((tert-butoxycarbonylamino)methyl)phenyl)propanoate

生成物 1

HCID 71019413Ethyl 2-[4-(aminomethyl)phenyl]propanoate収率 86.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Trifluoroacetic acid (6 mL) was added to a solution of ethyl 2-(4-((tert-butoxycarbonylamino)methyl)phenyl)propanoate (6.0 g, 19.54 mmol) in dichloromethane (30 mL) at 0° C. and stirred for 4 h at room temperature. The volatiles were evaporated under reduced pressure, basified with saturated NaHCO3 and extracted with ethyl acetate (3×50 mL). Combined organic layers washed with water (100 mL), brine solution (50 mL), dried over sodium sulfate and concentrated to give ethyl 2-(4-(aminomethyl)phenyl)propanoate (3.5 g, 86%) as colorless liquid.

後処理

  1. customThe volatiles were evaporated under reduced pressure
  2. extractionextracted with ethyl acetate (3×50 mL)
  3. washCombined organic layers washed with water (100 mL), brine solution (50 mL)
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-089cc8461e8445f6afd961f5bb4638f2
出典データセット
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08937092B2

反応ノート

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