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Letters in Organic Chemistry
Volumn 5, Issue 6, 2008, Pages 495-501
Silica-supported dichlorophosphate catalyzed Beckmann rearrangement dehydration of oximes under microwave irradiation
Author keywords

Beckmann rearrangement; Dehydration; Oxime; Silica supported dichlorophosphate
Indexed keywords

EID: 57349159423     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/157017808785740534     Document Type: Article
Times cited : (12)
References (38)
  • 1
    • 0003412412 scopus 로고    scopus 로고
    • 5th ed, John Wiley & Sons: New York, and references therein
    • Smith, M.B.; March, J. Advanced Organic Chemistry, 5th ed.; John Wiley & Sons: New York, 2001; p 1415 and references therein.
    • (2001) Advanced Organic Chemistry , pp. 1415
    • Smith, M.B.1    March, J.2
  • 37
    • 57349106426 scopus 로고    scopus 로고
    • 2 is ca 2.81 mmol/g.
    • 2 is ca 2.81 mmol/g.
  • 38
    • 57349194169 scopus 로고    scopus 로고
    • General procedure for Beckmann rearrangement and dehydration of oximes: The mixture of oxime (1 mmol) and silica-supported dichlorophosphate (0.25 mmol based on supported POCl2) in 4 mL of THF was transferred into the modified microwave oven fitted with a condenser and irradiated at the power of 445W for the appropriate time as indicated in Table 2 and 3. The progress of the reaction was monitored by GC. After completion of the reaction, the resulting mixture was filtered and the solid was washed by THF (3 × 10 mL) to recover the catalyst, and the filtrate was evaporated to remove the solvent under reduced pressure, and the residue was purified by recrystallization or chromatography to give product. The analytical data for representative products are given below: N-phenylbenzamide (Table 2, entry 15, m.p, 163-164.5°C. 1H NMR (400 MHz, CDCl3, δ 7.13-7.87 (in, 10H, Ph-H, 7.90 (brs, 1H, NH, IR (KBr) v=3344 (N-H, 1655 C=O, Ana
    • 11NO: C, 72.16; H, 5.30; N, 10.52. Found: C, 72.05; H, 5.22; N, 10.44.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.