HCID 21086190, Verbindung → 3-Methyl-5-pentanoylbenzoic acid

HRID 1350991Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1350991
[CH3:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([C:12](=[O:17])[CH2:13][CH2:14][CH2:15][CH3:16])[CH:11]=1)[C:5]([O:7]C)=[O:6].C1COCC1.CO.[OH-].[Na+]>CO.C(OCC)(=O)C>[CH3:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([C:12](=[O:17])[CH2:13][CH2:14][CH2:15][CH3:16])[CH:11]=1)[C:5]([OH:7])=[O:6]

Komponenten

5

Edukt 2

HCID 21086190HCID 21086190, VerbindungHCID 68905432THF methanol sodium hydroxide

Produkt 1

HCID 210858393-Methyl-5-pentanoylbenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of methyl 3-methyl-5-pentanoylbenzoate (LXXVI, step 2. 133 mg, 0.605 mmol) in methanol (1 mL) is stirred with tetrahydrofuran/methanol/sodium hydroxide (2 N) (3/1/1, 3 mL) for 3 days. The reaction mixture is diluted with ethyl acetate and washed with water. The aqueous phase is separated and acidified with hydrochloric acid (1 N) and extracted with methylene chloride. The organic phase is dried (sodium sulfate), filtered, and concentrated under reduced pressure to give 3-methyl-5-pentanoylbenzoic acid (IX–LXXVII), NMR (300 MHz, CD3OD): δ 8.44, 8.03, 3.10, 2.33, 1.78, 1.64 and 1.34.

Aufarbeitung

  1. washwashed with water
  2. customThe aqueous phase is separated
  3. extractionextracted with methylene chloride
  4. dry with materialThe organic phase is dried (sodium sulfate)
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ec8b6ea8d5c04f1399466bbab2dfc087
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07214715B2

Notizen zur Reaktion

Wird geladen…