2-Methoxynaphthalene → Methyl 2-hydroxy-2-(6-methoxynaphthalen-2-yl)propanoate

HRID 1290271

Reaktionsgleichung

Reaktionsgleichung von HRID 1290271
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1.[C:13]([O:18][CH3:19])(=[O:17])[C:14]([CH3:16])=[O:15].[Cl-].[Al+3].[Cl-].[Cl-]>ClCCl>[OH:15][C:14]([C:8]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:9]=1)([CH3:16])[C:13]([O:18][CH3:19])=[O:17]

Komponenten

5

Edukt 3

HCID 71192-Methoxynaphthalene2×HCID 11748Methyl pyruvateHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 11043497Methyl 2-hydroxy-2-(6-methoxynaphthalen-2-yl)propanoateAusbeute 52 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A mixture of 2-methoxynaphthalene (20,0 g, 126 mmol) and methyl pyruvate (19,3 g, 190 mmol) in dichloromethane (100 mL) was added to a suspension of aluminium chloride (25,3 g, 190 mmol) in dichloromethane (100 mL) at 6° C. over 140 minutes. The solution was stirred for a further 15 minutes at this temperature and added to ice/water. Methyl 2-hydroxy-2-(6-methoxynaphth-2-yl)propionate (52% yield) and 2-methoxynaphthalene (34% recovery) were the primary components of the reaction mixture.

Quellen und Nachweise

ORD-Eintrag
ord-02447c5588774be8b7233e763d628dc0
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05750764

Verknüpfte Notizen

Wird geladen…