Sodium Hydroxide → HCID 66801910, Verbindung

HRID 2366306Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2366306
[Cl:1][C:2]1[CH:11]=[C:10]([C:12]([O:14]C)=[O:13])[CH:9]=[C:8]([F:16])[C:3]=1[C:4]([O:6][CH3:7])=[O:5].[OH-].[Na+]>O1CCCC1>[Cl:1][C:2]1[CH:11]=[C:10]([CH:9]=[C:8]([F:16])[C:3]=1[C:4]([O:6][CH3:7])=[O:5])[C:12]([OH:14])=[O:13]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 66801766HCID 66801766, Verbindung

Produkt 1

HCID 66801910HCID 66801910, VerbindungAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of dimethyl 2-chloro-6-fluoroterephthalate (6.19 g, 25.1 mmol) in tetrahydrofuran (75 mL) was added a solution of 1 N NaOH (27.6 mmol, 27.6 mL). The reaction mixture was stirred at room temperature for 30 min. After the volatiles were removed under reduced pressure, water (30 mL) was added. The aqueous solution was acidified with 1 N HCl to pH 3.0. A white solid precipitated and was collected by filtration, washed with water and diethyl ether, dried in high vacuum to afford the title compound as a white solid (5.54 g, 95% yield). 1H NMR (400 MHz, CDCl3) δ 7.96 (s, 1H), 7.76 (dd, J=8.8, 1.3 Hz, 1H), 4.01 (s, 3H). LCMS (APCI+) 233.0 [M+H]+.

Aufarbeitung

  1. customAfter the volatiles were removed under reduced pressure, water (30 mL)
  2. additionwas added
  3. customA white solid precipitated
  4. filtrationwas collected by filtration
  5. washwashed with water and diethyl ether
  6. customdried in high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-9d3f6550362d4bc788169047922c66e8
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08697708B2

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