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Trifluoroacetic acid → Methyl 2-{[2-(morpholin-4-yl)ethyl]amino}acetate

HRID 1362074
ノート
印刷プレビュー

反応式

HRID 1362074 の反応式
[CH3:1][O:2][C:3](=[O:21])[CH2:4][N:5](C(OC(C)(C)C)=O)[CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:21])[CH2:4][NH:5][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]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 59456966[tert-Butoxycarbonyl-(2-morpholin-4-yl-ethyl)amino]acetic acid methyl ester

生成物 1

HCID 28583171Methyl 2-{[2-(morpholin-4-yl)ethyl]amino}acetate収率 76%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of [tert-butoxycarbonyl-(2-morpholin-4-yl-ethyl)amino]acetic acid methyl ester (0.79 g, 2.61 mmol) in CH2Cl2 (10 mL) was treated with TFA (10 mL). After stirring at room temperature for 1 h, the solution was concentrated in vacuo. The oil was dissolved in CH2Cl2 (50 mL) and the resulting solution was washed with saturated aqueous NaHCO3 (50 mL). The aqueous layer was extracted with CH2Cl2 (10×50 mL). The combined organic layers were dried over Na2SO4, filtered and the solvent was removed in vacuo to give the title compound (0.40 g, 76%) as a yellow oil: 1H NMR (300 MHz, CDCl3) δ 3.69-3.74 (m, 7H), 3.45 (s, 2H), 2.69-2.73 (m, 2H), 2.45-2.52 (m, 6H), 1.84 (s, 1H).

後処理

  1. concentrationthe solution was concentrated in vacuo
  2. dissolutionThe oil was dissolved in CH2Cl2 (50 mL)
  3. washthe resulting solution was washed with saturated aqueous NaHCO3 (50 mL)
  4. extractionThe aqueous layer was extracted with CH2Cl2 (10×50 mL)
  5. dry with materialThe combined organic layers were dried over Na2SO4
  6. filtrationfiltered
  7. customthe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-c75f0f1881a94cbaac6b160d1081e484
出典データセット
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07879872B2

反応ノート

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