Hydrochloric Acid → 4-[(2S)-2-Methylbutoxy]benzoic acid

HRID 1066547Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1066547
[CH3:1][C@@H:2]([CH2:16][CH3:17])[CH2:3][O:4][C:5]1[CH:15]=[CH:14][C:8]([C:9]([O:11]CC)=[O:10])=[CH:7][CH:6]=1.[OH-].[Na+].O.Cl>CCOCC.C(O)C>[CH3:1][C@@H:2]([CH2:16][CH3:17])[CH2:3][O:4][C:5]1[CH:15]=[CH:14][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 53733015(S)-(+)-Ethyl 4-(2-methylbutyloxy)benzoate

Produkt 1

HCID 352179584-[(2S)-2-Methylbutoxy]benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A mixture of compound 8 (10.40 g, 0.04 mol), sodium hydroxide (11.67 g, 0.208 mol), water (23 ml) and ethanol (225 ml) was heated under reflux for 2 h. The solution was allowed to cool, to room temperature, and then acidified with dilute hydrochloric acid. The solvent was removed to leave a white solid which was dissolved in ether and washed successively with saturated sodium hydrogen carbonate solution (until no more effervescence was observed) and water. After drying the ether (MgSO4), the solvent was removed in vacuo and the white solid was recrystallised from ethanol to yield colourless crystals.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 2 h
  3. customThe solvent was removed
  4. customto leave a white solid which
  5. washwashed successively with saturated sodium hydrogen carbonate solution (until no more effervescence
  6. dry with materialAfter drying the ether (MgSO4)
  7. customthe solvent was removed in vacuo
  8. customthe white solid was recrystallised from ethanol
  9. customto yield colourless crystals

Quellen und Nachweise

ORD-Eintrag
ord-320e93108a3342cd8b274a28768686d2
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06242636B1

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