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

HRID 386392

反応式

HRID 386392 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-2937f83c2413403eb807c9a251bc6c94
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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