反应详情

A solution of N,α-bis(4-fluorophenyl)-4-piperidinemethanamine (3.21 g, 0.0106 mol), triethylamine (2.5 g, 0.025 mol), and benzoyl chloride (1.70 g, 0.012 mol) in 400 mL of methylene chloride was stirred 16 h at room temperature. The reaction was concentrated to dryness and dissolved in chloroform. The chloroform layer was extracted successively with water, 1N sulfuric acid, and 5% sodium hydroxide. The chloroform layer was dried (Na2SO4) and filtered. The chloroform was removed to give a fluffy-white residue. This material was dissolved in methylene chloride and chromatographed by flash chromatography on silica gel. Elution was accomplished using methylene chloride, 1% acetone-methylene chloride, 2% acetone-methylene chloride, and 4% acetone-methylene chloride. Fractions of similar purity were combined, and solvents removed to give a fluffy-white residue. This material was triturated with isopropyl ether and chilled in a freezer. A white solid was isolated and dried, 16 h at 78° C. This furnished 1.40 g (32.5%) of white crystalline solid, mp 157°-158° C.

1. concentrationThe reaction was concentrated to dryness
2. dissolutiondissolved in chloroform
3. extractionThe chloroform layer was extracted successively with water, 1N sulfuric acid, and 5% sodium hydroxide
4. dry with materialThe chloroform layer was dried (Na2SO4)
5. filtrationfiltered
6. customThe chloroform was removed
7. customto give a fluffy-white residue
8. customchromatographed by flash chromatography on silica gel
9. washElution
10. customsolvents removed
11. customto give a fluffy-white residue
12. customThis material was triturated with isopropyl ether
13. temperaturechilled in a freezer
14. customA white solid was isolated
15. customdried, 16 h at 78° C