Chloride → 5-Chloro-5,6,7,8-tetrahydroquinoline

HRID 1292051Notes

Reaction equation

HRID 1292051 reaction equation
O[CH:2]1[CH2:11][CH2:10][CH2:9][C:8]2[N:7]=[CH:6][CH:5]=[CH:4][C:3]1=2.[Cl-:12]>>[Cl:12][CH:2]1[CH2:11][CH2:10][CH2:9][C:8]2[N:7]=[CH:6][CH:5]=[CH:4][C:3]1=2

Participants

3

Reactant 2

HCID 312ChlorideHCID 45989235,6,7,8-Tetrahydroquinolin-5-ol

Product 1

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

Procedure

5-Hydroxy-5,6,7,8-tetrahydroquinoline from step 1 above was converted to the chloride using the procedure as given in step 2 of Example 3. The crude 5-chloro-5,6,7,8-tetrahydroquinoline was purified by pressurized silica gel column chromatography using 7:3 EtOAc:hexane as eluant. 5-Chloro-5,6,7,8-tetrahydroquinoline was obtained as a pale yellow oil (TLC Rf = 0.40 (8:2 EtOAc:hexane)).

Workup

  1. customThe crude 5-chloro-5,6,7,8-tetrahydroquinoline was purified by pressurized silica gel column chromatography

Sources & evidence

ORD record
ord-f398a21cbf54472fb39850596842c269
Source dataset
uspto-grants-1998_05
Patent number
US05756497

Reaction notes

Loading…