Lithium Hydroxide → 5-(tert-Butyl)-2-methyl-3-furoic acid

HRID 1098607

Reaktionsgleichung

Reaktionsgleichung von HRID 1098607
[C:1]([C:5]1[O:9][C:8]([CH3:10])=[C:7]([C:11](Cl)=[O:12])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-:14].[Li+]>C1COCC1.O>[C:1]([C:5]1[O:9][C:8]([CH3:10])=[C:7]([C:11]([OH:12])=[O:14])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 3939Lithium HydroxideHCID 27984945-(Tert-Butyl)-2-Methylfuran-3-Carbonyl Chloride

Produkt 1

HCID 27421765-(tert-Butyl)-2-methyl-3-furoic acidAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 5-tert-butyl-2-methylfuran-3-carbonyl chloride (0.341 g, 1.699 mmol) in THF (2 ml) added lithium hydroxide (0.107 g, 2.55 mmol) in water (1 mL) and the mixture was stirred for 2 h at RT. Solvent was removed in vacuo and the residue was acidified with 2N HCl to afford solid which was filtered and air dried to afford 5-tert-butyl-2-methylfuran-3-carboxylic acid (0.29 g, 94% yield) as a white solid. MS (ESI) m/z: 183.1 (M+H+).

Aufarbeitung

  1. customSolvent was removed in vacuo
  2. customto afford solid which
  3. filtrationwas filtered
  4. customair dried

Quellen und Nachweise

ORD-Eintrag
ord-265f017bcc4e470a983efa472470e954
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143293B2

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