Hydrochloric Acid → HCID 178516541、化合物

HRID 386378

反応式

HRID 386378 の反応式
[OH:1][C:2]1[N:6]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=[CH:9][CH:8]=2)[N:5]=[CH:4][C:3]=1C(OCC)=O.[OH-].[K+].Cl>CO>[C:7]1([N:6]2[C:2]([OH:1])=[CH:3][CH:4]=[N:5]2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][CH:8]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 178469976HCID 178469976、化合物

生成物 1

HCID 178516541HCID 178516541、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

A mixture of ethyl 5-hydroxy-1-(naphthalen-1-yl)-1H-pyrazole-4-carboxylate (480 mg, 1.8 mmol), aqueous potassium hydroxide solution (35%, 2.2 mL, 13.5 mmol) and methanol (5 mL) was heated to reflux for 24 hours. The reaction mixture was then cooled to 0° C., acidified to pH 2 with conc. HCl and refluxed for additional 12 hours to complete decarboxylation. The reaction was then cooled to room temperature and concentrated. The residue was taken up in water and extracted with ethyl acetate, the organic layer washed with water, dried over sodium sulfate and concentrated. Purification by preparative TLC (95% dichloromethane/5% methanol) afforded 1-(naphthalen-1-yl)-1H-pyrazol-5-ol.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 24 hours
  3. temperaturerefluxed for additional 12 hours
  4. temperatureThe reaction was then cooled to room temperature
  5. concentrationconcentrated
  6. extractionextracted with ethyl acetate
  7. washthe organic layer washed with water
  8. dry with materialdried over sodium sulfate
  9. concentrationconcentrated
  10. customPurification by preparative TLC (95% dichloromethane/5% methanol)

出典と根拠

ORDレコード
ord-a98bd625fd8c4b92bf0a337ae6159102
出典データセット
uspto-grants-2013_02
特許番号
US08372807B2

関連ノート

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