Hydrochloric Acid → 3-(Morpholin-4-yl)aniline

반응식

[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[C:9]([NH:13]C(=O)OC(C)(C)C)[CH:10]=[CH:11][CH:12]=2)[CH2:3][CH2:2]1.Cl>>[O:1]1[CH2:2][CH2:3][N:4]([C:7]2[CH:8]=[C:9]([CH:10]=[CH:11][CH:12]=2)[NH2:13])[CH2:5][CH2:6]1

참가 물질

반응물 2

HCID 313Hydrochloric Acid

HCID 101043125Tert-butyl (3-morpholinophenyl)carbamate

생성물 1

HCID 8477683-(Morpholin-4-yl)aniline수율 91%

실험 절차

A solution of tert-butyl (3-morpholinophenyl)carbamate (5.91 g, 21.20 mmol) in a solution of HCl (106 mL, 106.0 mmol, 1 M in MeOH) was stirred at rt overnight, then concentrated in vacuo. The residue was dissolved in water (100 mL). The soltution was basified with saturated Na2CO3 aqueous solution and extracted with CH2Cl2 (100 mL×3). The combined organic phases were washed with brine (150 mL), dried over anhydrous Na2SO4 and concentrated in vacuo to give the title compound as a light brown solid (3.42 g, 91%).

후처리

concentrationconcentrated in vacuo
dissolutionThe residue was dissolved in water (100 mL)
extractionextracted with CH2Cl2 (100 mL×3)
washThe combined organic phases were washed with brine (150 mL)
dry with materialdried over anhydrous Na2SO4
concentrationconcentrated in vacuo

출처 및 근거

ORD 기록: ord-ae6ec9c3bee54ec0aec43474a3191766
출처 데이터셋: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09434695B2

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