5-Bromo-8-nitroisoquinoline → 5-bromo-8-nitro-1,2,3,4-tetrahydroisoquinoline

HRID 48212

Reaktionsgleichung

Reaktionsgleichung von HRID 48212
[Br:1][C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2.C([BH3-])#N.[Na+]>C(O)(=O)C.O>[Br:1][C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[C:8]2[C:3]=1[CH2:4][CH2:5][NH:6][CH2:7]2

Komponenten

5

Edukt 2

HCID 8169835-Bromo-8-nitroisoquinolineHCID 5003444Sodium cyanoborohydride

Produkt 1

HCID 100380655-bromo-8-nitro-1,2,3,4-tetrahydroisoquinoline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Alternatively, a solution of 5-bromo-8-nitroisoquinoline (1.0 g) in glacial acetic acid (30 mL) was cooled to 0° C. and, before freezing, was treated with sodium cyanoborohydride (1.10 g). The reaction mixture was warmed slowly to room temperature under nitrogen. The reaction mixture was diluted with water and basified. Organic layer extracts were chromatographed on silica gel as before.

Aufarbeitung

  1. customOrganic layer extracts were chromatographed on silica gel as before

Quellen und Nachweise

ORD-Eintrag
ord-92c435d16a5e4d599305b982937720f7
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06703391B2

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