Diethyl (ethoxymethylene)malonate → Ethyl 4-hydroxy-6-(trifluoromethyl)quinoline-3-carboxylate

HRID 544401Notes

Reaction equation

HRID 544401 reaction equation
CCO[CH:4]=[C:5]([C:11]([O:13]CC)=O)[C:6]([O:8][CH2:9][CH3:10])=[O:7].[F:16][C:17]([F:26])([F:25])[C:18]1[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][CH:19]=1.C1(OC2C=CC=CC=2)C=CC=CC=1>>[F:16][C:17]([F:25])([F:26])[C:18]1[CH:24]=[C:23]2[C:21](=[CH:20][CH:19]=1)[N:22]=[CH:4][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[C:11]2[OH:13]

Participants

4

Reactant 3

HCID 6871Diethyl (ethoxymethylene)malonateHCID 7583Diphenyl EtherHCID 99644-(Trifluoromethyl)aniline

Product 1

HCID 178469538Ethyl 4-hydroxy-6-(trifluoromethyl)quinoline-3-carboxylate

Procedure

Using the procedure of Example 2, ethyl ethoxymethylene malonate and 4-trifluoromethyl-aniline were reacted and treated with phenyl oxide to obtain ethyl 6-trifluoromethyl-4-hydroxy-3-quinoline-carboxylate melting at >260° C.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-d6fb43e1ceb542bca88b50cee5a7d6f4
Source dataset
uspto-grants-1984_05
Patent number
US04450166

Reaction notes

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