Borane → HCID 15097577, Verbindung

HRID 1651254Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1651254
[C:1]([C:6](=[C:11]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([O:26][CH3:27])[CH:21]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=1)[CH2:7][C:8](O)=[O:9])([O:3][CH2:4][CH3:5])=[O:2].B>O1CCCC1>[CH2:4]([O:3][C:1](=[O:2])[C:6]([CH2:7][CH2:8][OH:9])=[C:11]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([O:26][CH3:27])[CH:21]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=1)[CH3:5]

Komponenten

4

Edukt 2

HCID 6331BoraneHCID 23051607HCID 23051607, Verbindung

Produkt 1

HCID 15097577HCID 15097577, VerbindungAusbeute 78,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

As described in Example 135, a solution of 3-carboethoxy-4,4-bis(3-methoxyphenyl)-3-butenoic acid (20.5 g) in dry tetrahydrofuran (100 mL) was treated with a solution of 1M borane in tetrahydrofuran (57 mL) and the reaction was stirred at room temperature overnight. After the usual work up, the crude product was purified by HPLC (diethyl etherhexane; 65:35) to provide 15.4 g of 2-hydroxyethyl-3,3-bis(3-methoxyphenyl)-2-propenoic acid ethyl ester, mp 102.5°-103.5° C. Anal. Calcd for C19H20O3 : C, 77.00; H, 6.80 Found: C, 77.12; H, 6.69

Aufarbeitung

  1. customAfter the usual work up, the crude product was purified by HPLC (diethyl etherhexane; 65:35)

Quellen und Nachweise

ORD-Eintrag
ord-77f40ba2a57a43afb8ea644b4d502ad8
Quelldatensatz
uspto-grants-1990_05
Patentnummer
US04927838

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