HRID1249568

反应详情

EQUATION

反应方程式

HRID 1249568 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

PROCEDURE

实验过程

A mixture of 2.0 g of 4-diphenylmethylpiperidine in 5 mL of dimethylformamide and 4.2 mL of triethylamine was treated at 0° C. with a solution composed of 5 mL of dimethylformamide and the acid chloride prepared from 2.0 g of 3-pyridine butanoic acid. After 15 minutes the mixture was diluted with dichloromethane, filtered and evaporated to dryness. The residue was partitioned between toluene and 1N sodium hydroxide and the organic layer was washed with brine, dried over sodium sulfate and evaporated to give 3.3 g of crude oil. Purification was accomplished by chromatography on a Waters Prep 500 HPLC using silica gel columns and eluting with 98:2 ethyl acetate-triethylamine. The product consisted of a colorless oil which was dried under vacuum at 70° C. to give 2.8 g (86%) of 4-diphenylmethyl-1-[1-oxo-4-(3-pyridinyl)butyl]piperidine, 0.1 molar ethylacetate solvate. Analysis Calculated for C27H30N2O.O.1C4H8O 2 : C, 80.79; H, 7.62; N, 6.88. Found: C, 80.91; H, 7.57; N, 6.81.

WORKUP

后处理

  1. additionwas treated at 0° C. with a solution
  2. filtrationfiltered
  3. customevaporated to dryness
  4. customThe residue was partitioned between toluene and 1N sodium hydroxide
  5. washthe organic layer was washed with brine
  6. dry with materialdried over sodium sulfate
  7. customevaporated
  8. customto give 3.3 g of crude oil
  9. customPurification
  10. washeluting with 98:2 ethyl acetate-triethylamine
  11. customwas dried under vacuum at 70° C.