Sodium Hydroxide → 4-Butyrylbenzoic acid

HRID 1427521Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1427521
[C:1]([C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12]C)=[O:11])=[CH:8][CH:7]=1)(=[O:5])[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>O1CCCC1.CO>[C:1]([C:6]1[CH:15]=[CH:14][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1)(=[O:5])[CH2:2][CH2:3][CH3:4]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 23143286Methyl 4-butyrylbenzoate

Produkt 1

HCID 189835644-Butyrylbenzoic acidAusbeute 65,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Methyl 4-butyrylbenzoate (256.1 mg, 1.242 mmol) was dissolved in tetrahydrofuran (3 mL) and methanol (3.0 mL). 1N aqueous sodium hydroxide (3.73 mL) was added and the reaction mixture was heated to 50° C. for 3 h. The reaction mixture was then cooled to room temperature and concentrated. The crude residue was taken up in water and acidified to pH 5 by addition of 1N aqueous HCl. A colorless precipitate formed. The solids were filtered off and dried under vacuum to give 4-butyrylbenzoic acid (155.4 mg, 65%) as a colorless solid.

Aufarbeitung

  1. temperatureThe reaction mixture was then cooled to room temperature
  2. concentrationconcentrated
  3. additionacidified to pH 5 by addition of 1N aqueous HCl
  4. customA colorless precipitate formed
  5. filtrationThe solids were filtered off
  6. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-51c475b6862948a1b4dd431105a01192
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08933104B2

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