Dicyclohexylcarbodiimide → 3-Oxo-1-cyclohexenyl 2-chloro-3-(5-methoxymethylisoxazol-3-yl)-4-methylsulfonylbenzoate

HRID 322057

Reaktionsgleichung

Reaktionsgleichung von HRID 322057
[Cl:1][C:2]1[C:10]([C:11]2[CH:15]=[C:14]([CH2:16][O:17][CH3:18])[O:13][N:12]=2)=[C:9]([S:19]([CH3:22])(=[O:21])=[O:20])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:23]1(=O)[CH2:28][CH2:27][CH2:26][CH2:25][C:24]1=[O:29].C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[Cl:1][C:2]1[C:10]([C:11]2[CH:15]=[C:14]([CH2:16][O:17][CH3:18])[O:13][N:12]=2)=[C:9]([S:19]([CH3:22])(=[O:20])=[O:21])[CH:8]=[CH:7][C:3]=1[C:4]([O:6][C:28]1[CH2:27][CH2:26][CH2:25][C:24](=[O:29])[CH:23]=1)=[O:5]

Komponenten

5

Edukt 3

HCID 10868DicyclohexylcarbodiimideHCID 130061,2-CyclohexanedioneHCID 220098912-Chloro-3-(5-methoxymethylisoxazol-3-yl)-4-methylsulfonylbenzoic acid

Produkt 1

HCID 220098883-Oxo-1-cyclohexenyl 2-chloro-3-(5-methoxymethylisoxazol-3-yl)-4-methylsulfonylbenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

1.04 g (3.0 mmol) of 2-chloro-3-(5-methoxymethylisoxazol-3-yl)-4-methylsulfonylbenzoic acid are introduced into 50 ml of dichloromethane together with 0.37 g (3.3 mmol) of cyclohexanedione and treated with 0.68 g (3.3 mmol) of dicyclohexylcarbodiimide. After stirring at room temperature for 16 hours, the precipitate is filtered off with suction and the filtrate is washed with water. After the removal of the solvent, 1.22 g (92% of theory) of 3-oxo-1-cyclohexenyl 2-chloro-3-(5-methoxymethylisoxazol-3 yl)-4-methyl-sulfonylbenzoate are obtained as a yellowish, partly crystalline oil.

Aufarbeitung

  1. filtrationthe precipitate is filtered off with suction
  2. washthe filtrate is washed with water
  3. customAfter the removal of the solvent, 1.22 g (92% of theory) of 3-oxo-1-cyclohexenyl 2-chloro-3-(5-methoxymethylisoxazol-3 yl)-4-methyl-sulfonylbenzoate
  4. customare obtained as a yellowish, partly crystalline oil

Quellen und Nachweise

ORD-Eintrag
ord-b70296b47fef4bb4ba62f871f81db572
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06211216B1

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