Ethyl acetate hexane → HCID 19081769, compound

HRID 963412Notes

Reaction equation

HRID 963412 reaction equation
[Br:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([C:8](=[CH:14][NH:15][CH2:16][CH:17]2[CH2:21][CH2:20][CH2:19][O:18]2)[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:7])=[C:4](Cl)[CH:3]=1.C(OCC)(=O)C.CCCCCC>CS(C)=O>[Br:1][C:2]1[CH:23]=[C:22]2[C:5]([C:6](=[O:7])[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:14][N:15]2[CH2:16][CH:17]2[CH2:21][CH2:20][CH2:19][O:18]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 21226206Ethyl acetate hexaneHCID 178471988HCID 178471988, compound

Product 1

HCID 19081769HCID 19081769, compoundYield 75.2%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

500 mg of ethyl 2-(4-bromo-2-chloro-benzoyl)-3-[(tetrahydro-furan-2-ylmethyl)-amino]- acrylate and 148 mg of potassium t-butylate are held at 60° in 20 ml of DMSO for 30 mins. After chromatography on silica gel with ethyl acetate/hexane 1:1 343 mg of ethyl 7-bromo-4-oxo-1-(tetrahydro-furan-2-ylmethyl)-1,4-dihydro-quinoline-3-carboxylate are isolated as a yellowish oil. Yield: 75%. Mass spectrum: peaks inter alia at m/e: 380 (M++H, 100%).

Sources & evidence

ORD record
ord-43741e2cede4411cafafc6734dad3924
Source dataset
uspto-grants-1998_06
Patent number
US05763450

Reaction notes

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