Isoquinoline-4-carbaldehyde → Isoquinolin-4-ylmethanol

HRID 392511Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 392511
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH:11]=[O:12])=[CH:3][N:2]=1.B.CSC>C1COCC1>[OH:12][CH2:11][C:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=[N:2][CH:3]=1

Komponenten

4

Edukt 2

HCID 10868870Isoquinoline-4-carbaldehydeHCID 12423031(Dimethyl sulfide)trihydroboron

Produkt 1

HCID 12746377Isoquinolin-4-ylmethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

4-Isoquinolinecarboxaldehyde (1 mmole) (prepared by the method of: J. B. Wommack, T. G. Barbee, Jr., D. J. Thoennes, M. A. McDonald and D. E. Pearson, J. Heterocyclic Chem., 1969, 6, 243-245.) is dissolved in anhydrous THF (50 mL) and treated with borane-methyl sulfide (0.3 mmoles) (as described in: E. Mincione, J. Org. Chem., 1978, 43, 1829-1830) at 0° C. for 0.5-1 h and worked up in the usual way to give the title compound.

Quellen und Nachweise

ORD-Eintrag
ord-24bcf0b3b2d84fa6bb22746d0f5660c4
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06800636B2

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