Methanol → 5-Chloro 5,6,7,8-tetrahydroquinoline-N-oxide

HRID 1292052Notes

Reaction equation

[Cl:1][CH:2]1[CH2:11][CH2:10][CH2:9][C:8]2[N:7]=[CH:6][CH:5]=[CH:4][C:3]1=2.C(Cl)Cl.C[OH:16]>>[Cl:1][CH:2]1[CH2:11][CH2:10][CH2:9][C:8]2[N+:7]([O-:16])=[CH:6][CH:5]=[CH:4][C:3]1=2

Participants

Reactant 3

HCID 887Methanol

HCID 6344Dichloromethane

HCID 189141035-Chloro-5,6,7,8-tetrahydroquinoline

Product 1

HCID 189140985-Chloro 5,6,7,8-tetrahydroquinoline-N-oxide

Procedure

5-Chloro-5,6,7,8-tetrahydroquinoline from step 2 above was oxidized using the procedure as given in step 3 of Example 3. 5-Chloro 5,6,7,8-tetrahydroquinoline-N-oxide was obtained as a white solid (TLC Rf = 0.24 (97:3 CH2Cl2 : MeOH)).

Sources & evidence

ORD record: ord-a22b762ce17443f3b6d15f2552057df2
Source dataset: uspto-grants-1998_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05756497

Reaction notes

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