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Methyl 3-(1-((tert-butoxycarbonyl)amino)ethyl)benzoate → Methyl 3-(1-aminoethyl)benzoate

HRID 1255834
ノート
印刷プレビュー

反応式

HRID 1255834 の反応式
C(OC([NH:8][CH:9]([C:11]1[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=1)[C:14]([O:16][CH3:17])=[O:15])[CH3:10])=O)(C)(C)C>FC(F)(F)C(O)=O.ClCCl>[NH2:8][CH:9]([C:11]1[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=1)[C:14]([O:16][CH3:17])=[O:15])[CH3:10]
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 1

HCID 68656133Methyl 3-(1-((tert-butoxycarbonyl)amino)ethyl)benzoate

生成物 1

HCID 19933442Methyl 3-(1-aminoethyl)benzoate収率 100.7%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 6422Trifluoroacetic acid溶媒

実験手順

A solution of methyl 3-{1-[(tert-butoxycarbonyl)amino]ethyl}benzoate (200 mg, 0.72 mmol) in 20% trifluoroacetic acid in dichloromethane (10 mL) was stirred at room temperature for 1.5 hours. After this time the mixture was concentrated under reduced pressure and the residue was dissolved in water and basified to pH 11 with aqueous ammonia. The mixture was extracted with ethyl acetate (2×15 mL) and the extracts were washed with brine (20 mL), dried (Na2SO4) and concentrated under reduced pressure to give methyl 3-(1-aminoethyl)benzoate (130 mg, 100%) as a pale yellow oil.

後処理

  1. concentrationAfter this time the mixture was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved in water and basified to pH 11 with aqueous ammonia
  3. extractionThe mixture was extracted with ethyl acetate (2×15 mL)
  4. washthe extracts were washed with brine (20 mL)
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-f999f13fc8ee473c8a84b583daf83d99
出典データセット
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08461161B2

反応ノート

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