Organic reaction in water. Part 4. † new synthesis of vicinal diamines using zinc powder-promoted carbon-carbon bond formation

Green Chemistry

Volumn 2, Issue 3, 2000, Pages 117-119

  Tsukinoki, Takehito ^a   Nagashima, Satoko ^a   Mitoma, Yoshiharu ^a   Tashiro, Masashi ^a  

^a TOHWA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0039591720     PISSN: 14639262     EISSN: None     Source Type: Journal    
DOI: 10.1039/b001533o     Document Type: Article

References (25)

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22. 4Cl, reaction time was greatly shortened (8 to 1 h).
23. In the absence of ultrasonication, reaction time was somewhat prolonged (1 to 2 h).
24. 4) and evaporated in vacuo to give a residue, which was distilled on a Kugelrohr apparatus (oven temperature: 150-151 °C) under reduced pressure (1.3 Torr), to afford N-benzylaniline 2a (65 mg, 7%) and N,N′,1,2-tetraphenylethylenediamine 3a (728 mg, 80%). In the case of using L-tyrosine as an additive, the reaction was carried out by stirring at 90 °C without ultrasonication.
25. 4) and evaporated in vacuo to give a residue, which was distilled on a Kugelrohr apparatus (oven temperature: 150-151 °C) under reduced pressure (1.5 Torr). The distillate was purified by column chromatography on silica gel (eluent: hexane - diethyl ether, 20:1 to 0:100) to afford 1,2-diphenyl-2-phenylaminoethanol (87 mg, 63%).