Methyl quinoline-7-carboxylate → Methyl 1,2,3,4-tetrahydroquinoline-7-carboxylate

HRID 14241

Reaktionsgleichung

Reaktionsgleichung von HRID 14241
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]([O:13][CH3:14])=[O:12])[CH:9]=2)[CH:4]=[CH:3][CH:2]=1>CO.O=[Pt]=O>[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]([O:13][CH3:14])=[O:12])[CH:9]=2)[CH2:4][CH2:3][CH2:2]1

Komponenten

4

Edukt 1

HCID 12554532Methyl quinoline-7-carboxylate

Produkt 1

HCID 16244389Methyl 1,2,3,4-tetrahydroquinoline-7-carboxylateAusbeute 98,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of methyl quinoline-7-carboxylate (185 mg, 1.0 mmol) and PtO2 (20 mg) in methanol (10 mL) was shaken under an atmosphere of hydrogen for 2 h. The reaction mixture was filtered through diatomaceous earth, and concentrated under reduced pressure to provide methyl 1,2,3,4-tetrahydroquinoline-7-carboxylate (189 mg): ESI MS m/z 192 [M+H]+.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through diatomaceous earth
  2. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b463b69e32e84ebcae43fe823eba9ec4
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07727997B2

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