Sodium borohydride reduction of ketones, aldehydes and imines using PEG400 as catalyst without solvent

Journal of Chemical Technology and Biotechnology

Volumn 80, Issue 7, 2005, Pages 834-836

  Cao, Yu Qing ^a   Dai, Zhi ^a   Chen, Bao Hua ^a   Liu, Rui ^a  

^a HEBEI UNIVERSITY   (China)

Author keywords

Carbonyl compounds; Imines; PEG400; Reduction; Sodium borohydride; Solventless

Indexed keywords

ALDEHYDES; CATALYSTS; ORGANIC SOLVENTS; SODIUM COMPOUNDS;

IMINES; PEG400; SODIUM BOROHYDRATE;

KETONES;

ALDEHYDE; IMINE; KETONE; MACROGOL 400; ORGANIC SOLVENT; SODIUM BOROHYDRIDE; WATER;

SOLVENT;

ARTICLE; CATALYST; CONTROLLED STUDY; PHASE SEPARATION; REDUCTION KINETICS;

EID: 21344467498     PISSN: 02682575     EISSN: None     Source Type: Journal    
DOI: 10.1002/jctb.1297     Document Type: Article

References (20)

1. Bruce G and John OO, Synthetically useful reactions with metal boride and aluminide catalysts. Chem Rev 86:763-780 (1986).
2. Gribble GW, Sodium borohydride in carboxylic acid media: a phenomenal reduction system. Chem Soc Rev 27:395-404 (1998).
3. Ege SN, Organic Chemistry, 3rd edn, DC Heath and Co-Lexington, Boston, pp 510-517 (1994).
4. Chamberlin AR and Daniel JS, Comprehensive Organic Synthesis, 3rd edn, Pergamon Press, New York, 923-927 (1991).
5. +): an effective reductor for hindered and unreactive ketones in aprotic solvent. Tetrahedron Lett 38:277-280 (1997).
6. Liu WY, Xu QH and Ma YX, Silica gel promoted solvent-free synthesis of arylcarbinols and ferrocenylcarbinols. Org Prep Proced Int 32:596-601 (2000).
7. 4 reduction of ketones in the solid state. Angew Chem Int Ed Engl 28:320-321 (1989).
8. Varma RS and Saini RK, Microwave-assisted reduction of carbonyl compounds in solid state using sodium borohydride supported on alumina. Tetrahedron Lett 38:4337-4338 (1997).
9. Zhao B, Wang FQ and Xia M, Synthesis of new aza-crown ethers containing pyridine ring and their liquid membrane transport of alkali cations. Chin Chem Lett 12:31-35 (2001).
10. Akisanya J, Danks TN and Garman RN, Reaction of (1-azabuta-1,3-diene) tricarbonyliron(0) complexes with sodium borohydride under microwave conditions. J Organomet Chem 603:240-246 (2000).
11. Titcomb L, Reduction of an imine to an amine: N,N'-bis-(2,6-diisopropylphenylamine) ethane dihydrochloride. Synthetic-Page 16:30-34 (2001).
12. Tanaka K and Toda F, Solvent-free organic synthesis. Chem Rev 100:1025-1073 (2000).
13. Wang XC, Li Z, Da YX and Chen JC, Phase transfer catalyzed synthesis of 4-carboxyl-phenoxyacetic acid derivatives. Synth Commun 29:4153-4159 (1999).
14. Li P and Alper H, Poly(ethylene glycol) promoted reactions of vinylic dibromides. Dehydrohalogenation and palladium(0)-catalyzed formal oxidative homologation. J Org Chem 51:4354-4356 (1986).
15. Cao YQ, Chen BH and Pei BG, Cyanidation of halogen compounds and esters catalyzed by PEG400 without solvent. Synth Commun 31:2202-2206 (2001).
16. Du YF, Cao YQ, Dai Z and Chen BH, A Study on the heterogeneous reaction of trialkylsilyl chlorides with inorganic salts and monocarboxylates catalyzed by PEG400. Journal of Chemical Research(S) 3:223-225 (2004).
17. 3 without solvent. Synth Commun 34:2965-2971 (2004).
18. Windholz M, The Merck Index, 10th edn, Merck & Co Inc, Rahway, NJ, USA (1983).
19. Buckingham J, Dictionary of Organic Compounds, 5th edn, Chapman-Hall, New York (1982).
20. Protiva M, Novak L and Sedivy Z, Antihistamine substances p-substituted N-(α-phenylethyl) ethylenediamine derivatives. Collection Czech Chem Commun 27:2102-2110 (1962).