Hydrochloric Acid → 3-Amino-2-methylbenzoic acid methyl ester

HRID 476529

Reaktionsgleichung

Reaktionsgleichung von HRID 476529
[CH3:1][C:2]1[C:11]([N+:12]([O-])=O)=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].Cl.C(=O)([O-])[O-].[Na+].[Na+]>CO.[Fe]>[NH2:12][C:11]1[C:2]([CH3:1])=[C:3]([CH:8]=[CH:9][CH:10]=1)[C:4]([O:6][CH3:7])=[O:5]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 601165Methyl 2-methyl-3-nitrobenzoate

Produkt 1

HCID 38010253-Amino-2-methylbenzoic acid methyl esterAusbeute 82,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

40 g of methyl 2-methyl-3-nitrobenzoate was dissolved in 120 ml of methanol, and 157 g of concentrated hydrochloric acid was added thereto. Then, 36.8 g of iron powder was gradually added while maintaining the mixture at a temperature of not higher than 60° C. The mixture was stirred at room temperature for 4 hours and then poured into 1 liter of ice water. The solution was neutralized with sodium carbonate and extracted with chloroform (after filtering off insolubles). The extract was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. Then, the solvent was distilled off to obtain 27.8 g of the desired product as an oily substance.

Aufarbeitung

  1. extractionextracted with chloroform (after filtering off insolubles)
  2. washThe extract was washed with a saturated sodium chloride aqueous solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThen, the solvent was distilled off

Quellen und Nachweise

ORD-Eintrag
ord-2cd6a3df76fe4a0d85dd76b53090eeaa
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04885022

Verknüpfte Notizen

Wird geladen…