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

HRID 1362074
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HRID 1362074 반응식
[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
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 59456966[tert-Butoxycarbonyl-(2-morpholin-4-yl-ethyl)amino]acetic acid methyl ester

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-c75f0f1881a94cbaac6b160d1081e484
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07879872B2

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