Hydrochloric Acid → Methyl 2-(4-isopropoxyphenyl)acetate

HRID 1727287

Reaktionsgleichung

Reaktionsgleichung von HRID 1727287
[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.C([O-])([O-])=O.[Cs+].[Cs+].Br[CH:20]([CH3:22])[CH3:21].Cl>CN(C=O)C>[CH3:21][CH:20]([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)[CH3:22]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 63582-BromopropaneHCID 10796Cesium carbonateHCID 518900Benzeneacetic acid, 4-hydroxy-, methyl ester

Produkt 1

HCID 525538Methyl 2-(4-isopropoxyphenyl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Methyl (4-hydroxyphenyl)acetate (1.0 g, 1.0 eq), Cs2CO3 (2.15 g, 1.1 eq) and 2-bromopropane (0.565 mL. 1.0 eq) were combined in 100 ml DMF at room temperature. The mixture was stirred overnight. The suspension was poured into 50 mL 1 N HCl and extracted with ethyl acetate. The organic phase was separated and washed with water followed by sodium bicarbonate. The organic phase was dried over sodium sulfate and the solvent was evaporated to give an oil. The resulting oil was chromatographed on silica gel using hexanes and ethyl acetate (95:5) to give methyl (4-(1-methylethoxy)phenyl)acetate.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. customThe organic phase was separated
  3. washwashed with water
  4. dry with materialThe organic phase was dried over sodium sulfate
  5. customthe solvent was evaporated
  6. customto give an oil
  7. customThe resulting oil was chromatographed on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-5dea7ddd79fa4d6eaea0bb24bb507784
Quelldatensatz
uspto-grants-2009_02
Patentnummer
US07495020B2

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