Hydrochloric Acid → Acetic acid, (4-(2-(1,3-diethyl-2,3,6,7-tetrahydro-7-methyl-2,6-dioxo-1H-purin-8-yl)ethenyl)phenoxy)-, (E)-

HRID 375375Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 375375
C([O:3][C:4]([CH2:6][O:7][C:8]1[CH:31]=[CH:30][C:11](/[CH:12]=[CH:13]/[C:14]2[N:22]([CH3:23])[C:21]3[C:20](=[O:24])[N:19]([CH2:25][CH3:26])[C:18](=[O:27])[N:17]([CH2:28][CH3:29])[C:16]=3[N:15]=2)=[CH:10][CH:9]=1)=[O:5])C.O.[OH-].[Li+].Cl>O1CCCC1.C(O)C.O>[C:4]([CH2:6][O:7][C:8]1[CH:31]=[CH:30][C:11](/[CH:12]=[CH:13]/[C:14]2[N:22]([CH3:23])[C:21]3[C:20](=[O:24])[N:19]([CH2:25][CH3:26])[C:18](=[O:27])[N:17]([CH2:28][CH3:29])[C:16]=3[N:15]=2)=[CH:10][CH:9]=1)([OH:5])=[O:3]

Komponenten

7

Edukt 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 6448954Acetic acid, (4-(2-(1,3-diethyl-2,3,6,7-tetrahydro-7-methyl-2,6-dioxo- 1H-purin-8-yl)ethenyl)phenoxy)-, ethyl ester, (E)-

Produkt 1

HCID 6448955Acetic acid, (4-(2-(1,3-diethyl-2,3,6,7-tetrahydro-7-methyl-2,6-dioxo-1H-purin-8-yl)ethenyl)phenoxy)-, (E)-Ausbeute 21,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Compound 180 (200 mg, 0.47 mmol) obtained in Reference Example 119 was dissolved in a mixed solvent of 4 ml of tetrahydrofuran, 4 ml of ethanol, and 2 ml of water. To the solution was added 98 mg (2.34 mmol) of lithium hydroxide monohydrate, and the mixture was stirred at room temperature for one hour. To the reaction solution was added 2N hydrochloric acid, and the mixture was extracted with chloroform and dried over anhydrous sodium sulfate, followed by evaporation under reduced pressure. The residue was purified by silica gel column chromatography (eluent: chloroform/methanol/acetic acid) to give 40 mg (yield 21%) of Compound 181 as a pale yellow solid.

Aufarbeitung

  1. extractionthe mixture was extracted with chloroform
  2. dry with materialdried over anhydrous sodium sulfate
  3. customfollowed by evaporation under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (eluent: chloroform/methanol/acetic acid)

Quellen und Nachweise

ORD-Eintrag
ord-124b9fee322348949f33f03dd587fe3e
Quelldatensatz
uspto-grants-1996_01
Patentnummer
US05484920

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