Hydrochloric Acid → 3,3-difluoro-3,4-dihydro-2H-thieno[3,4-b][1,4]-dioxepine-6,8-dicarboxylic acid

HRID 1794557Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1794557
C([O:3][C:4]([C:6]1[S:7][C:8]([C:18]([O:20]CC)=[O:19])=[C:9]2[C:15]=1[O:14][CH2:13][C:12]([F:17])([F:16])[CH2:11][O:10]2)=[O:5])C.[OH-].[Na+].Cl>C(O)C>[F:17][C:12]1([F:16])[CH2:11][O:10][C:9]2=[C:8]([C:18]([OH:20])=[O:19])[S:7][C:6]([C:4]([OH:5])=[O:3])=[C:15]2[O:14][CH2:13]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 695461653,3-difluoro-3,4-dihydro-2H-thieno[3,4-b][1,4]-dioxepine-6,8-dicarboxylic acid diethyl ester

Produkt 1

HCID 222221443,3-difluoro-3,4-dihydro-2H-thieno[3,4-b][1,4]-dioxepine-6,8-dicarboxylic acidAusbeute 71.571,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

953 mg (3.67 mmol) of 3,3-Difluoro-3,4-dihydro-2H-thieno[3,4-b][1,4]-dioxepine-6,8-dicarboxylic acid diethyl ester in 75 mL of ethanol was mixed with 1.10 g (27.5 mmol) of sodium hydroxide granules and stirred for 2 hours under nitrogen at room temperature. After acidifying the resulting mixture with 2N hydrochloric acid, the ethanol was largely evaporated off using a rotary evaporator, the solids filtered off, the filtrate washed three times with water and then dried in air. 736 g of 3,3-difluoro-3,4-dihydro-2H-thieno[3,4-b][1,4]-dioxepine-6,8-dicarboxylic acid was obtained corresponding to a yield of 92% yield with a melting point of 288–293° C., as characterized by:

Aufarbeitung

  1. customthe ethanol was largely evaporated off
  2. customa rotary evaporator
  3. filtrationthe solids filtered off
  4. washthe filtrate washed three times with water
  5. customdried in air

Quellen und Nachweise

ORD-Eintrag
ord-ab0963cecf7949d4b8dab9acf926791e
Quelldatensatz
uspto-grants-2006_04
Patentnummer
US07022811B2

Notizen zur Reaktion

Wird geladen…