1,2,3,4-Tetrahydroisoquinoline → methyl 4-(3,4-dihydro-1H-isoquinolin-2-yl)benzoate

HRID 484

Reaktionsgleichung

Reaktionsgleichung von HRID 484
COC(=O)c1ccc(Br)cc1.c1ccc2c(c1)CCNC2>CC(=O)O.CC(=O)O.Cc1ccccc1.O=C([O-])[O-].[Cs+].[Cs+].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>COC(=O)c1ccc(N2CCc3ccccc3C2)cc1

Komponenten

7

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

methyl 4-bromobenzoate (100 mg, 0.47 mmol), [Reactants] and Cesium carbonate (152 mg, 0.47 mmol) were mixed in toluene (4 mL) and degassed by bubbling nitrogen through solution. Palladium acetate (5.22 mg, 0.02 mmol) and rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (20.27 mg, 0.03 mmol) were added and the vial was capped and heated at 100°C over 5 days. Product had formed in mixture. Workup by dilution with EtOAc, washing with water, then extraction with 2M HCl. The HCl extract was neutralized with 2M NaOH and extracted with EtOAc and the EtOAc phase was dried (K2CO3) and evaporated to give the crude product. No product. Discarded.

Quellen und Nachweise

ORD-Eintrag
ord-d7ba527a2d2d4d7591368f0e50bee26a
Quelldatensatz
750 AstraZeneca ELN dataset
Originallink
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