HRID393417

反应详情

EQUATION

反应方程式

HRID 393417 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
55 °C

PROCEDURE

实验过程

To a solution of methyl 1-[[4-(1-methyltetrazol-5-yl)phenyl]methyl]cyclobutane carboxylate (0.33 g, 1.15 mmol) in a mixture of THF (7 mL) and methanol (7 mL) was added 1 N sodium hydroxide (7 mL). The mixture was heated to 55° C. and stirred for 4 h at which point TLC analysis indicated the absence of starting material. After cooling to room temperature, the solvent was removed under vacuum and the residue was diluted with water and extracted with ethyl acetate to remove any neutral impurities. Then, the aqueous layer was neutralized with 1 N hydrochloric acid and the product was extracted with ethyl acetate (2×50 mL). The combined extracts were washed with saturated brine and dried over sodium sulfate. After filtration, the solution was concentrated under vacuum and the residue was dried under high vacuum to afford 1-[[4-(1-methyl-5-tetrazolyl)phenyl]methyl]cyclobutane carboxylic acid (180 mg, 57%) as a light yellow syrup.

WORKUP

后处理

  1. temperatureAfter cooling to room temperature
  2. customthe solvent was removed under vacuum
  3. additionthe residue was diluted with water
  4. extractionextracted with ethyl acetate
  5. customto remove any neutral impurities
  6. extractionthe product was extracted with ethyl acetate (2×50 mL)
  7. washThe combined extracts were washed with saturated brine
  8. dry with materialdried over sodium sulfate
  9. filtrationAfter filtration
  10. concentrationthe solution was concentrated under vacuum
  11. customthe residue was dried under high vacuum