Methanol → Methyl 2-(3-(bromomethyl)-4-methoxyphenyl)acetate

HRID 1617231

Reaktionsgleichung

Reaktionsgleichung von HRID 1617231
S(Cl)(Cl)=O.[Br:5][CH2:6][C:7]1[CH:8]=[C:9]([CH2:15][C:16]([OH:18])=[O:17])[CH:10]=[CH:11][C:12]=1[O:13][CH3:14].[CH3:19]O>>[Br:5][CH2:6][C:7]1[CH:8]=[C:9]([CH2:15][C:16]([O:18][CH3:19])=[O:17])[CH:10]=[CH:11][C:12]=1[O:13][CH3:14]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 671652482-(3-(Bromomethyl)-4-methoxyphenyl)acetic acid

Produkt 1

HCID 68416244Methyl 2-(3-(bromomethyl)-4-methoxyphenyl)acetate

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Thionyl chloride (1.359 ml) was added dropwise to a solution of the product from step (i) (4.02 g) in MeOH (50 mL), the resulting suspension was stirred at 0° C. for 10 min then warmed to rt for 18 h. The solvent was evaporated and the residue was diluted with EtOAc washed with sat. NaHCO3 and sat. brine. The organic phase was dried, filtered and evaporated. The crude product was purified by chromatography, to give the subtitle compound as a yellow oil, 1.47 g.

Aufarbeitung

  1. temperaturethen warmed to rt for 18 h
  2. customThe solvent was evaporated
  3. additionthe residue was diluted with EtOAc
  4. washwashed with sat. NaHCO3 and sat. brine
  5. customThe organic phase was dried
  6. filtrationfiltered
  7. customevaporated
  8. customThe crude product was purified by chromatography

Quellen und Nachweise

ORD-Eintrag
ord-b727c3e88d9c4334a39c4944ede2b3d8
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08765939B2

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