Aniline → 1,2-Dihydroquinoline

반응식

[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8]1(=O)[CH2:13]CCC[CH2:9]1.C12(CS(O)(=O)=O)C(C)(C)C(CC1)CC2=O.B(F)(F)F.CCOCC.FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O.[La+3]>CCC(=O)CC.CC(C)=O>[NH:1]1[C:2]2[C:7](=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:9]=[CH:8][CH2:13]1

참가 물질

반응물 5

HCID 6115Aniline

HCID 7967Cyclohexanone

HCID 8000Boron trifluoride etherate

HCID 18462Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-

HCID 2733938Lanthanum tris(trifluoromethanesulfonate)

생성물 1

HCID 52314021,2-Dihydroquinoline

시약·촉매·용매 2

실험 절차

In the final step of this novel process, an aniline 10 is treated with a ketone 11, especially acetone, cyclohexanone or 3-pentanone, in the presence of a catalyst, especially camphor sulfonic acid, boron trifluoride etherate or lanthanum tris(trifluoromethanesulfonate), to afford the 1,2-dihydroquinoline 12:

출처 및 근거

ORD 기록: ord-a9179c3b7ed743a393450609545a9d53
출처 데이터셋: uspto-grants-2001_01
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06180794B2

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