Methanol → Methyl 2-(3-bromo-4-hydroxyphenyl)acetate

HRID 1622110Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1622110
[Br:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([OH:12])=[O:11])[CH:5]=[CH:6][C:7]=1[OH:8].[CH3:13]O>S(Cl)(Cl)=O>[CH3:13][O:11][C:10](=[O:12])[CH2:9][C:4]1[CH:5]=[CH:6][C:7]([OH:8])=[C:2]([Br:1])[CH:3]=1

Komponenten

4

Edukt 2

HCID 887MethanolHCID 27696283-Bromo-4-hydroxyphenylacetic acid

Produkt 1

HCID 10634081Methyl 2-(3-bromo-4-hydroxyphenyl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24386Thionyl ChlorideKatalysator

Versuchsvorschrift

3-Bromo-4-hydroxyphenylacetic acid (12.0 g, 0.052 mol) was dissolved in methanol and the solution was stirred at room temperature while thionyl chloride (ten drops) was added. The mixture was stirred for two hours and then concentrated under reduced pressure. The residue was taken up in saturated aqueous sodium bicarbonate and the solution extracted with diethyl ether (×3). The organic layers were collected, washed with water and brine, dried over MgSO4 and concentrated in vacuo to give methyl-3-bromo-4-hydroxyphenylacetate as a golden oil (12.6 g).

Aufarbeitung

  1. additionwas added
  2. concentrationconcentrated under reduced pressure
  3. extractionthe solution extracted with diethyl ether (×3)
  4. customThe organic layers were collected
  5. washwashed with water and brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-fffde72cb2a042e9a242a686a1f58a59
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08778625B2

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