4,5,6,7-Tetrahydro-5-methyl-1,3-isobenzofurandione → HCID 22013583, Verbindung

HRID 398806Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 398806
[Cl:1][CH:2]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:3][C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][C:10]=1[Cl:11])[NH2:7].[CH3:17][CH:18]1[CH2:28][CH2:27][C:21]2[C:22]([O:24][C:25](=O)[C:20]=2[CH2:19]1)=[O:23]>>[Cl:11][C:10]1[CH:9]=[CH:8][C:6]([N:7]2[C:25](=[O:24])[C:20]3[CH2:19][CH:18]([CH3:17])[CH2:28][CH2:27][C:21]=3[C:22]2=[O:23])=[CH:5][C:4]=1[CH2:3][CH:2]([Cl:1])[C:12]([O:14][CH2:15][CH3:16])=[O:13]

Komponenten

3

Edukt 2

HCID 1181314,5,6,7-Tetrahydro-5-methyl-1,3-isobenzofurandioneHCID 22013609HCID 22013609, Verbindung

Produkt 1

HCID 22013583HCID 22013583, Verbindung

Versuchsvorschrift

2.60 g of 3-(2-chloro-2-ethoxycarbonyleth-1-yl)-4-chloroaniline and 1.65 g of 4-methyl-3,4,5,6-tetrahydrophthalic anhydride were refluxed for 6 hours. After the mixture had been cooled and evaporated down, the residue was taken up in ethyl acetate and the solution was washed three times with water. The organic phase was dried over Na2SO4 and then evaporated down. Yield 3.0 g (75%); 1H-NMR (in d6 -DMSO/TMS): δ [ppm]=0.96 (d; 3H), 1.05 (t; 3H), 1.64-2.08 (m; 3H), 2.15-2.70 (m; 4H), 3.20-3.55 (m; 2H), 4.14 (q; 2H), 4.78 (dd; 1H), 7.26 (d; 1H), 7.34 (s; 1H), 7.55 (d; 1H).

Aufarbeitung

  1. temperatureAfter the mixture had been cooled
  2. customevaporated down
  3. washthe solution was washed three times with water
  4. dry with materialThe organic phase was dried over Na2SO4
  5. customevaporated down

Quellen und Nachweise

ORD-Eintrag
ord-9ba5b09b1c564d40b721607a1f089433
Quelldatensatz
uspto-grants-1998_10
Patentnummer
US05817603

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