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The reduction of Schiff bases by Grignard reagents with the addition of cobaltous chloride

Schönenberger, Helmut and Thies, Heinrich and Zeller, A. (1961) The reduction of Schiff bases by Grignard reagents with the addition of cobaltous chloride. Naturwissenschaften 48, p. 303.

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Abstract

PhCH:NBu (I) (0.05 mole) and 0.10 mole iso-PrMgBr in ethereal soln. kept 4 hrs. at 55 Deg and the product hydrolyzed gave 31.8% PhCH(NHBu)CHMe2 (II) and PhCH2NHBu (III). In the presence of 0.0025 mole MnCl2 (CA 53, 21735d; 55, 18634c), the chief product was [Ph(BuNH)CH]2. With all the other investigated metal salts, only III was produced. In the presence of 0.0025 mole CoCl2, III was produced in 98% yield in 10 minutes; no traces of I, II, or IV could be detected among the products.

Item Type:

Article

Additional information (public):

CAN 56:2086 29 Noncondensed Aromatic Compounds 22259-89-8 (Derived from data in the 7th Collective Formula Index (1962-1966); 7646-79-9 (Cobalt chloride, CoCl2) (Schiff base redn. by Grignard reagents in presence of); 1137-52-6P (Benzylamine, N-butyl-alpha -isopropyl-); 2403-22-7P (Benzylamine, N-butyl-) Role: PREP (Preparation) (prepn. of)

Institutions:

Chemistry and Pharmacy > Institute of Pharmacy > Retired Professors > Prof. Schönenberger

Identification Number:

Value	Type
1962:2086	Other

Keywords:

Grignard reaction (in Schiff base redn. in presence of CoCl2) Reduction (of Schiff bases, by Grignard reagents in presence of CoCl2) Schiff bases (redn. of, by Grignard reagents in presence of CoCl2) Unsaturated compounds (spectra and structure of)

Subjects:

500 Science > 540 Chemistry & allied sciences

Status:

Published

Refereed:

Yes, this version has been refereed

Created at the University of Regensburg:

Unknown

Owner:

Petra Gürster

Deposited On:

19 Nov 2010 08:27