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Trifluoroacetic acid → N-(2-aminoethyl)-2-hydroxy-N-methylbenzamide

HRID 1027651
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HRID 1027651 반응식
[OH:1][C:2]1[CH:21]=[CH:20][CH:19]=[CH:18][C:3]=1[C:4]([N:6]([CH2:8][CH2:9][NH:10]C(=O)OC(C)(C)C)[CH3:7])=[O:5].FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:10][CH2:9][CH2:8][N:6]([CH3:7])[C:4](=[O:5])[C:3]1[CH:18]=[CH:19][CH:20]=[CH:21][C:2]=1[OH:1]
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 59193319tert-butyl 2-(2-hydroxy-N-methylbenzamido)ethylcarbamate

생성물 1

HCID 59193345N-(2-aminoethyl)-2-hydroxy-N-methylbenzamide수율 378.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a solution of tert-butyl 2-(2-hydroxy-N-methylbenzamido)ethylcarbamate (0.2 g, 0.68 mmol) in CH2Cl2 (5 mL) at 0° C. was added trifluoroacetic acid (1.8 mL, 23.4 mmol). The mixture was stirred (0° C., 16 h), concentrated under reduced pressure and neutralized with saturated NH3 in CH3OH. The mixture was concentrated under reduced pressure to afford N-(2-aminoethyl)-2-hydroxy-N-methylbenzamide as a colorless oil (0.5 g). This compound was used in the next step without further purification. Mass calculated for C10H14N2O2=194.23. found: [M+H]+=195.1.

후처리

  1. concentrationconcentrated under reduced pressure and neutralized with saturated NH3 in CH3OH
  2. concentrationThe mixture was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-99657712b65e46e59cbc1e5620ec15a4
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08735379B2

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