Ethyl 2-methylacetoacetate → HCID 178432151, compound

HRID 1618621Notes

Reaction equation

HRID 1618621 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([CH3:9])[CH:3]=1.[CH3:10][CH:11]([C:17](=O)[CH3:18])[C:12](OCC)=[O:13]>>[Cl:1][C:2]1[CH:8]=[C:7]2[C:5](=[C:4]([CH3:9])[CH:3]=1)[N:6]=[C:17]([CH3:18])[C:11]([CH3:10])=[C:12]2[OH:13]

Participants

3

Reactant 2

HCID 701Ethyl 2-methylacetoacetateHCID 72514-Chloro-2-toluidine

Product 1

HCID 178432151HCID 178432151, compound

Conditions

Temperature
170 °C

Procedure

Prepared according to procedure R using 4-chloro-2-methylaniline (2.22 g, 15.7 mmol), ethyl 2-methyl-3-oxobutanoate (4.08 g, 31.4 mmol) in PPA (6.3 g, 62.8 mmol) and heating at 170° C. for 2 h and at rt overnight. The crude mixture was neutralized to pH 7-8 and the precipitated was filtered. The solid was then dried under high vacuum to give 6-chloro-2,3,8-trimethylquinolin-4-ol as white solid. Mass Spectrum (ESI) m/e=222 (M+1).

Workup

  1. customPrepared
  2. filtrationthe precipitated was filtered
  3. customThe solid was then dried under high vacuum

Sources & evidence

ORD record
ord-0f423ce389c54a5eb31d483e8b457c7e
Source dataset
uspto-grants-2014_07
Patent number
US08765940B2

Reaction notes

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