Sodium Hydroxide → {[1-(naphthalen-1-yl)-1H-tetrazol-5-yl]sulfanyl}acetic acid

HRID 386392

반응식

HRID 386392 반응식
[C:1]1([N:11]2[C:15]([S:16][CH2:17][C:18]([O:20]CC)=[O:19])=[N:14][N:13]=[N:12]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>CO>[C:1]1([N:11]2[C:15]([S:16][CH2:17][C:18]([OH:20])=[O:19])=[N:14][N:13]=[N:12]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 1260000ethyl {[1-(1-naphthyl)-1H-tetrazol-5-yl]thio}acetate

생성물 1

HCID 29070259{[1-(naphthalen-1-yl)-1H-tetrazol-5-yl]sulfanyl}acetic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of ethyl 2-(1-(naphthalen-1-yl)-1H-tetrazol-5-ylthio)acetate (269 mg, 0.86 mmol), aqueous sodium hydroxide solution (10%, 5 mL) and methanol (10 mL) was stirred at reflux for 2 hours. The reaction was then cooled to room temperature and the methanol removed. Water was added, neutralized with aqueous HCl solution (1N) and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated. Purification by preparative thin layer chromatography (95% dichloromethane/5% methanol) afforded compound 2-(1-(naphthalen-1-yl)-1H-tetrazol-5-ylthio)acetic acid as a solid.

후처리

  1. temperatureat reflux for 2 hours
  2. customthe methanol removed
  3. additionWater was added
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. concentrationconcentrated
  7. customPurification by preparative thin layer chromatography (95% dichloromethane/5% methanol)

출처 및 근거

ORD 기록
ord-2937f83c2413403eb807c9a251bc6c94
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372807B2

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