Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → 3-(Ethoxycarbonylmethyl)-7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-phthalide

HRID 1729160

Reaktionsgleichung

Reaktionsgleichung von HRID 1729160
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[CH:13]=[CH:14][CH:15]=[C:16]3[C:21]=2[C:19](=[O:20])[O:18][CH:17]3O)[N:4]=1.[CH2:23]([O:25][C:26]([CH:28]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:27])[CH3:24]>O1CCCC1>[CH2:23]([O:25][C:26]([CH2:28][CH:17]1[C:16]2[C:21](=[C:12]([O:11][C:5]3[N:6]=[C:7]([O:9][CH3:10])[CH:8]=[C:3]([O:2][CH3:1])[N:4]=3)[CH:13]=[CH:14][CH:15]=2)[C:19](=[O:20])[O:18]1)=[O:27])[CH3:24]

Komponenten

4

Edukt 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 199274177-[(4,6-Dimethoxy-pyrimidin-2-yl)oxy]-3-hydroxy-phthalide

Produkt 1

HCID 199274093-(Ethoxycarbonylmethyl)-7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-phthalide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 1.5 g of 7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-3-hydroxy-phthalide (see Example 84) and 2.5 g of (ethoxycarbonylmethylene)-triphenyl-phosphorane is maintained at reflux temperature for 10 hours in approximately 40 ml of tetrahydrofuran. The solvent is then evaporated off and the reaction material which remains is purified on a column of silica gel (eluant: ethyl acetate/n-hexane 1:1) to yield 3-(ethoxycarbonylmethyl)-7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-phthalide, m.p. 150°-152° C.

Aufarbeitung

  1. temperatureis maintained
  2. customThe solvent is then evaporated off
  3. customthe reaction material which remains is purified on a column of silica gel (eluant: ethyl acetate/n-hexane 1:1)

Quellen und Nachweise

ORD-Eintrag
ord-2718d09302a4483d9c03c8a2693c0064
Quelldatensatz
uspto-grants-1994_07
Patentnummer
US05332717

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