8-Pyrrolidinyl-5,6,7,8-tetrahydroquinoline → (+/-)-Decahydro-8-(-pyrrolidinyl)-quinoline

HRID 1194698Notes

Reaction equation

HRID 1194698 reaction equation
[N:1]1([CH:6]2[C:15]3[N:14]=[CH:13][CH:12]=[CH:11][C:10]=3[CH2:9][CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C(O)C.[Na]>>[N:1]1([CH:6]2[CH:15]3[CH:10]([CH2:11][CH2:12][CH2:13][NH:14]3)[CH2:9][CH2:8][CH2:7]2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 139833798-Pyrrolidinyl-5,6,7,8-tetrahydroquinolineHCID 86742833Ethanol, sodium salt (1:1)

Product 1

HCID 13983380(+/-)-Decahydro-8-(-pyrrolidinyl)-quinoline

Procedure

This product was obtained mixed with other diastereoisomers by reduction of the product obtained in Step B either by catalytic hydrogenation or by a sodium-ethanol mixture. The description of these two reductions is given at the end of Example 4.

Workup

  1. customThis product was obtained

Sources & evidence

ORD record
ord-08523dd6efa6493ab7031bb12c34cbf8
Source dataset
uspto-grants-1989_03
Patent number
US04816465

Reaction notes

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