Sodium Hydroxide → 1-Methyl 2,6-dichloro-1,4-benzenedicarboxylate

HRID 875386

Reaktionsgleichung

Reaktionsgleichung von HRID 875386
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([O:10]C)=[O:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[C:13]([O:15][CH3:16])=[O:14].[OH-].[Na+]>O1CCCC1.O>[Cl:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([Cl:12])[C:3]=1[C:13]([O:15][CH3:16])=[O:14])[C:8]([OH:10])=[O:9]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 7730227Dimethyl 2,6-dichloroterephthalate

Produkt 1

HCID 186730161-Methyl 2,6-dichloro-1,4-benzenedicarboxylateAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To the stirred solution of dimethyl 2,6-dichlorobenzene-1,4-dicarboxylate (2 g, 7.6 mmol, Step b) in tetrahydrofuran and water (1:1, 20 mL), sodium hydroxide (304 mg, 7.6 mmol) was added and the reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was concentrated under vacuum and the residue was neutralized using cold hydrochloric acid (1N). The precipitated solid was filtered under suction, washed with hexane and dried to afford 3,5-dichloro-4-(methoxycarbonyl)benzoic acid as an white solid (1.5 g, 85%).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. filtrationThe precipitated solid was filtered under suction
  3. washwashed with hexane
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ab3a71d21de342cca5cba42610df5003
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08980911B2

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