Hydrochloric Acid → 4-(Chloromethyl)-N-(2-hydroxy-5-methylphenyl)benzamide

HRID 875309Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 875309
C(=O)(O)[O-].[Na+].[NH2:6][C:7]1[CH:12]=[C:11]([CH3:13])[CH:10]=[CH:9][C:8]=1[OH:14].[Cl:15][CH2:16][C:17]1[CH:25]=[CH:24][C:20]([C:21](Cl)=[O:22])=[CH:19][CH:18]=1.Cl>COCCO.O>[Cl:15][CH2:16][C:17]1[CH:25]=[CH:24][C:20]([C:21]([NH:6][C:7]2[CH:12]=[C:11]([CH3:13])[CH:10]=[CH:9][C:8]=2[OH:14])=[O:22])=[CH:19][CH:18]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 72642-Amino-4-methylphenolHCID 701364-(Chloromethyl)benzoyl chlorideHCID 516892Sodium Bicarbonate

Produkt 1

HCID 867098014-(Chloromethyl)-N-(2-hydroxy-5-methylphenyl)benzamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 80192-MethoxyethanolLösungsmittel2×

Versuchsvorschrift

With stirring, 37.52 g (446.6 mmol) of sodium bicarbonate were added to 50 g (406 mmol) of 2-amino-4-methylphenol in 250 ml of 2-methoxyethanol. 84.4 g (446.6 mmol) of 4-chloromethylbenzoyl chloride, dissolved in 250 ml of 2-methoxyethanol, were then added dropwise to the solution over 15 min. During this time, an increase in reaction temperature of from room temperature to 40° C. was observed. After 4 hours of stirring, 1 liter of water and 10 ml of concentrated hydrochloric acid were added to the reaction mixture. The crystals formed were filtered off and dried under reduced pressure. This gave 116 g of the target compound which were reacted further without further purification.

Aufarbeitung

  1. additionwere then added dropwise to the solution over 15 min
  2. temperatureDuring this time, an increase in reaction temperature of from room temperature to 40° C.
  3. stirringAfter 4 hours of stirring
  4. customThe crystals formed
  5. filtrationwere filtered off
  6. customdried under reduced pressure
  7. customThis gave 116 g of the target compound which were reacted further without further purification

Quellen und Nachweise

ORD-Eintrag
ord-3a44724a1ad74897bc45aeeb4384d68e
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08981104B2

Notizen zur Reaktion

Wird geladen…