Water → 2-(1,2-Benzoxazol-3-yl)acetic acid

HRID 855934

Reaktionsgleichung

Reaktionsgleichung von HRID 855934
S(O)(O)(=O)=O.[NH2:6][OH:7].[OH2:8].[OH-:9].[Na+].O[C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)O[C:14](=O)[CH:13]=1>O.O.[Na+].[Na+].C(N(CC(O)=O)CC(O)=O)CN(CC([O-])=O)CC([O-])=O.ClCCCl>[O:7]1[C:20]2[CH:19]=[CH:18][CH:17]=[CH:16][C:21]=2[C:12]([CH2:13][C:14]([OH:9])=[O:8])=[N:6]1

Komponenten

7

Edukt 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 159255Hydroxylamine, sulfate (1:1)HCID 546829304-Hydroxycoumarin

Produkt 1

HCID 3017292-(1,2-Benzoxazol-3-yl)acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 44120005Edta disodiumKatalysatorHCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

A mixture of hydroxylamine sulfate (344.0 g), water (904 ml) and a 25% aqueous sodium hydroxide solution (456 ml) is stirred, and thereto are added 4-hydroxycoumarin (168.0 g) and ethylenediaminetetraacetic acid disodium salt dihydrate (3.2 g), and the mixture is stirred with heating at 84° C.-86° C. for 4 hours. The reaction mixture is cooled, and thereto is added 1,2-dichloroethane (240 ml). The mixture is stirred, and the aqueous layer is collected. The pH value of the aqueous layer is adjusted to pH 1-2 with 25% sulfuric acid, and the precipitated crystals are collected by filtration, washed with water, and dried with air at 60° C. for 15 hours to give 1,2-benzisoxazole-3-acetic acid (170.4 g).

Aufarbeitung

  1. temperaturewith heating at 84° C.-86° C. for 4 hours
  2. temperatureThe reaction mixture is cooled
  3. stirringThe mixture is stirred
  4. customthe aqueous layer is collected
  5. filtrationthe precipitated crystals are collected by filtration
  6. washwashed with water
  7. customdried with air at 60° C. for 15 hours

Quellen und Nachweise

ORD-Eintrag
ord-aad2945f10194c0d86862b7871db640d
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07262304B2

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