Methyl 1-acetylamino-2-chloro-6,7,8,9-tetrahydrodibenzofuran-4-carboxylate → Methyl 1-acetylamino-2-chlorodibenzofuran-4-carboxylate
Reaction equation
[C:1]([NH:4][C:5]1[C:13]2[C:12]3[CH2:14][CH2:15][CH2:16][CH2:17][C:11]=3[O:10][C:9]=2[C:8]([C:18]([O:20][CH3:21])=[O:19])=[CH:7][C:6]=1[Cl:22])(=[O:3])[CH3:2]>[Pd]>[C:1]([NH:4][C:5]1[C:13]2[C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=3[O:10][C:9]=2[C:8]([C:18]([O:20][CH3:21])=[O:19])=[CH:7][C:6]=1[Cl:22])(=[O:3])[CH3:2]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 230 °C
Procedure
A mixture of 1 g methyl 1-acetylamino-2-chloro6,7,8,9-tetrahydrodibenzofuran-4-carboxylate and 0.5 g of 5% palladium-charcoal is heated under nitrogen at 230° C. for 5 hours. The cooled residue is extracted with toluene and the solvent evaporated to dryness. The residue is crystallized from ethyl acetate/hexane to give methyl 1-acetylamino-2-chlorodibenzofuran-4-carboxylate.
Workup
- extractionThe cooled residue is extracted with toluene
- customthe solvent evaporated to dryness
- customThe residue is crystallized from ethyl acetate/hexane
Sources & evidence
- ORD record
- ord-b5e23945398f4f32a18631a3e67f1b9a
- Source dataset
- uspto-grants-1993_09
- Patent number
- US05246942
Reaction notes
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