Hydrochloric Acid → 3-Bromo-4-(hydroxymethyl)benzoic acid

HRID 594069

Reaktionsgleichung

Reaktionsgleichung von HRID 594069
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH2:11]Br)[C:5]([OH:7])=[O:6].Cl.[OH2:14]>CCOC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH2:11][OH:14])[C:5]([OH:7])=[O:6]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 116163143-bromo-4-(bromomethyl)benzoic Acid

Produkt 1

HCID 196884153-Bromo-4-(hydroxymethyl)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

To a solution of yield 3-bromo-4-(bromomethyl)benzoic acid (1.0 equiv.) in Water (0.56 M) at 95° C. was added potassium carbonate K2CO3 (5.0 equiv.). The homogenous reaction mixture was stirred at 95° C. in an oil bath for 1 hr. The reaction mixture was COOLED OFF TO RT, neutralized with 6 M HCl. diluted with EtOAc and washed with brine. The organic layer was dried over Na2SO4, filtered and concentrated. The crude was used in next step. LC/MS (m/z)=294.8 (MH+), Rt=0.80 min.

Aufarbeitung

  1. temperatureThe reaction mixture was COOLED OFF TO RT
  2. washwashed with brine
  3. dry with materialThe organic layer was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-2ce244944b804f83b89469331bd59216
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242969B2

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