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With N-Bromosuccinimide; potassium carbonate; dibenzoyl peroxide; In tetrachloromethane;
EXAMPLE 1 2-(1-Hydroxyethyl)pyrazine (100) 21.6 g of <strong>[13925-00-3]2-<strong>[13925-00-3]ethylpyrazine</strong></strong> (101) was dissolved in 300 ml of carbon tetrachloride and 35.6 g of N-bromosuccinimide added; J. Org. Chem., 37, 511(1972). The mixture was heated to 75° C. and 1.5 g of dibenzoyl peroxide was added in one portion. Heating was continued for 4 hours after which the mixture was cooled and filtered into 500 ml of a 10percent potassium carbonate solution. This mixture was rapidly stirred until no 2-(1-bromoethyl)pyrazine remained (TLC silica gel/1:1 ethyl aqueous solution was acidified to pH 6, concentrated to 200 ml and continuously extracted with ethyl acetate for two days. The ethyl acetate was removed at reduced pressure and the residue distilled, giving 18.6 g of product (100). b.p. 112°-3° (13 mm). UV H2 O max: 264 (3.85), 268 (3.82). 13 C NMR: 159.75, S(C2); 144.52, D, 143.99, D, 142.51, D (C3, C5, C6); 69.20, D (CHOH); 23.11, Q (CH3).
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