Benzyl Chloride → Methyl 2-(4-benzyloxyphenyl)acetate

HRID 34404

Reaktionsgleichung

Reaktionsgleichung von HRID 34404
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][CH:3]=1.[CH2:13](Cl)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C([O-])([O-])=O.[K+].[K+].[OH-].[Na+]>C(O)C>[CH2:13]([O:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:6][CH:7]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

6

Edukt 4

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 518900Benzeneacetic acid, 4-hydroxy-, methyl ester

Produkt 1

HCID 2756645Methyl 2-(4-benzyloxyphenyl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Methyl 4-hydroxyphenylacetate (5, 0.2 mol), obtainable from Aldrich Chemical Co. Inc., Milwaukee, Wis., is heated at reflux with benzyl chloride (25 g, 0.2 mol) and K2CO3 (25 g, 0.2 mol) in 100 mL ethanol. The product is added to dilute aqueous NaOH, extracted with ether, and purified by silica gel chromatography to yield methyl 4-benzyloxyphenylacetate (6). (Scheme II, Step 1.)

Aufarbeitung

  1. temperature, is heated
  2. extractionextracted with ether
  3. custompurified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-9c76812738bd47cb8d4850477591476a
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04761420

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