Ethanol → HCID 178480035, compound

HRID 386385Notes

Reaction equation

HRID 386385 reaction equation
[C:1]1([CH:11]([C:17](=O)C)[C:12](OCC)=O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[OH2:20].[NH2:21][NH2:22].[CH2:23](O)C>>[CH3:23][N:21]1[CH:12]=[C:11]([C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][CH:2]=2)[C:17]([OH:20])=[N:22]1

Participants

4

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 54265160Ethyl 2-(naphthalen-1-yl)-3-oxobutanoate

Product 1

HCID 178480035HCID 178480035, compound

Procedure

A mixture of ethyl 2-(naphthalen-1-yl)-3-oxobutanoate (500 mg, 1.95 mmol) and hydrazine hydrate (0.122 mL, 3.9 mmol) in ethanol (3 mL) was stirred at reflux for 2 hours. The reaction mixture was then cooled to room temperature and concentrated to give compound methyl-4-(naphthalen-1-yl)-1H-pyrazol-3-ol as an oil that solidified upon standing (400 mg, 91%). The crude product was used in next step without further purification.

Workup

  1. temperatureat reflux for 2 hours
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-b3ef4f98a6b94673b0118191489cb3c4
Source dataset
uspto-grants-2013_02
Patent number
US08372807B2

Reaction notes

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