Ethyl benzoylacetate → HCID 178487676, compound

HRID 553473Notes

Reaction equation

[C:1]1([C:7]2[CH:16]=[C:15](Cl)[C:14]3[C:9](=[CH:10][C:11]([O:18][CH3:19])=[CH:12][CH:13]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(CC(OCC)=O)(=[O:27])C1C=CC=CC=1.COC1C=CC=C(N)C=1>>[C:1]1([C:7]2[CH:16]=[C:15]([OH:27])[C:14]3[C:9](=[CH:10][C:11]([O:18][CH3:19])=[CH:12][CH:13]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 3

HCID 7170Ethyl benzoylacetate

HCID 108243-Methoxyaniline

HCID 107544774-Chloro-7-methoxy-2-phenylquinoline

Product 1

HCID 178487676HCID 178487676, compound

Procedure

2-Phenyl-4-chloro-7-methoxy-quinoline can be prepared according to Scheme XXXXI. Ethyl benzoylacetate and m-anisidine can reacted together under thermal conditions to afford 2-phenyl-4-hydroxy-7-methoxy-quinoline in the presence of an acid, such as hydrochloric acid and the like. 2-Phenyl-4-hydroxy-7-methoxy-quinoline can be converted to 2-phenyl-4-chloro-7-methoxy-quinoline using a chlorinating agent. For example, the chlorinating can be P(O)Cl3, P(O)Cl3 with PCl5, and the like.

Sources & evidence

ORD record: ord-2a843adc474e4945b4a886fdca6b2f40
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08048862B2

Reaction notes

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