Methyl iodide → HCID 20221547, compound

Participants

Reaction Steps

2.0 g of 2-hydroxymethyl-6-methylpyrazine (401), prepared by the known method of Klein, et al., J. Org. Chem., 26, 126(1961), was dissolved in 5 ml of ether and 5 ml of methyl iodide added. The flask was stoppered and stored in the dark for 2 weeks. The ether was decanted and the resultant semi-solid material recrystallized from ethanol/ethyl acetate giving 1.8 g of a yellow solid, product (400) m.p. 153°-4°. UV H2O max: 226 (4.13), 287 (3.89). 13C NMR: 163.33, S, 161.73, S (C3, C5); 136.85, D, 133.10, D (C2,C6); 62.79, T (CH2OH); 49.74, Q (NCH3); 22.19, Q (ArCH3). 1HNMR: 8.80, S, 8.76, S (H2, H6): 4.97, S (CH2OH); 4.44, S (NCH3); 2.79, S (ArCH3).

Provenance & Evidence