Hydrochloric Acid → 5-Bromo-2-formylbenzoic acid

HRID 2278287Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2278287
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:12]=[O:13])=[C:6]([CH:11]=1)[C:7]([O:9]C)=[O:8].[OH-].[Li+].O1CCCC1.Cl>O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:12]=[O:13])=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 53419722Methyl 5-bromo-2-formylbenzoate

Produkt 1

HCID 6038605-Bromo-2-formylbenzoic acidAusbeute 74,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A 50 mL round-bottom flask was charged with methyl 5-bromo-2-formylbenzoate (1.00 g, 4.11 mmol, 1.00 equiv), lithium hydroxide (2.00 g, 83.5 mmol, 20.0 equiv), tetrahydrofuran (10 mL), and H2O (10 mL). The resulting solution was stirred for 3 h at room temperature. The pH value of the solution was adjusted to 6 with hydrogen chloride solution (2 mol/L). The solid were collected by filtration to yield 0.700 g (crude) of 5-bromo-2-formylbenzoic acid as a light yellow solid. LCMS (ESI, m/z): 227 [M−H]−.

Aufarbeitung

  1. filtrationThe solid were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-80f360a3fb39420d9a5df1cadabe73bf
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09133148B2

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