Hydrochloric Acid → HCID 21868368, Verbindung

HRID 349619Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 349619
C([O:3][C:4](=[O:27])[CH2:5][N:6]1[CH:26]=[CH:25][C:10]([NH:11][C:12]([O:14][CH2:15][C:16]2[CH:24]=[CH:23][C:22]3[O:21][CH2:20][O:19][C:18]=3[CH:17]=2)=[O:13])=[N:9][C:7]1=[O:8])C.O.[OH-].[Li+].Cl>O1CCCC1.O>[CH2:15]([O:14][C:12]([NH:11][C:10]1[CH:25]=[CH:26][N:6]([CH2:5][C:4]([OH:27])=[O:3])[C:7](=[O:8])[N:9]=1)=[O:13])[C:16]1[CH:24]=[CH:23][C:22]2[O:21][CH2:20][O:19][C:18]=2[CH:17]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 68524231[4-N-(Piperonyloxycarbonyl)-cytosin-1-yl]-acetic acid ethyl ester

Produkt 1

HCID 21868368HCID 21868368, VerbindungAusbeute 98,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a suspension of [4-N-(piperonyloxycarbonyl)-cytosin-1-yl]-acetic acid ethyl ester (6.40 g, 17 mmol) in tetrahydrofuran (30 mL) and water (60 mL) was added lithium hydroxide monohydrate (1.6 g) at room temperature. After stirring 20 min, the reaction mixture was acidified by adding 1 N HCl (40 mL). The precipitated solid was filtered off, washed with water (20 mL) and ethyl alcohol (20 mL), and dried in vacuo to give the desired product (5.8 g, 98%). 1H-NMR (500 MHz; DMSO-d6) δ 7.94 (d, 1H), 6.93 (d, 1H), 6.90 (s, 1H), 6.82 (s, 2H), 5.93 (s, 2H), 4.99 (s, 2H), 4.43 (s, 2H).

Aufarbeitung

  1. filtrationThe precipitated solid was filtered off
  2. washwashed with water (20 mL) and ethyl alcohol (20 mL)
  3. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-cc32743a690b4983a7850f7e082a5dac
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07179896B2

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