Hydrochloric Acid → HCID 178516541, 화합물

HRID 386378

반응식

HRID 386378 반응식
[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

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 178469976HCID 178469976, 화합물

생성물 1

HCID 178516541HCID 178516541, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-a98bd625fd8c4b92bf0a337ae6159102
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372807B2

연결된 노트

불러오는 중…