4-Hydroxybenzaldehyde → Ethyl 2-(4-formylphenoxy)-2-methylpropanoate

HRID 1748981Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1748981
C(O[Na])C.[OH:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[O:11])=[CH:8][CH:7]=1.Br[C:15]([CH3:22])([CH3:21])[C:16]([O:18][CH2:19][CH3:20])=[O:17]>C(O)C>[CH:10]([C:9]1[CH:12]=[CH:13][C:6]([O:5][C:15]([CH3:22])([CH3:21])[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:7][CH:8]=1)=[O:11]

Komponenten

5

Edukt 3

HCID 1264-HydroxybenzaldehydeHCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 178474001HCID 178474001, Verbindung

Produkt 1

HCID 13134808Ethyl 2-(4-formylphenoxy)-2-methylpropanoateAusbeute 41,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

In an ethanol solvent, 1 N ethoxy sodium (NaOEt) (1.1 eq.) was added dropwise to 4-hydroxybenzaldehyde (1.0 eq.) and ethyl α-bromoisobutyrate (1.1 eq.), and the reaction mixture was refluxed. After the ethanol was evaporated, the residual was distributed between ethyl acetate and water, and an organic layer was dried by using MgSO4, filtered, and evaporated. The residual was purified by silica gel column chromatography using hexane and ethyl acetate (8:1) to obtain Compound 97a.

Aufarbeitung

  1. temperaturethe reaction mixture was refluxed
  2. customAfter the ethanol was evaporated
  3. customan organic layer was dried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residual was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-ac99a57e190f476fb81070bcfd3ee033
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09155690B2

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