1,1-Dimethylhydrazine → HCID 69788121, compound

Participants

Reaction Steps

Anhydrous N,N-dimethylhydrazine (17 ml) (3,7 eq.) was quickly poured in a solution of 2-[(4-bromophenyl)methyl]-cyclohexanone (16 g) (0.06 mol) in EtOH (200 ml). The reaction mixture was refluxed for 10 h, then concentrated to dryness. The residue was partitioned between tBuOMe and water, the organic phase washed twice with water, dried over magnesium sulfate and concentrated to yield 2-[(4-bromophenyl)methyl]-cyclohexanone dimethylhydrazone (16 g) as a yellow oil. 1H NMR (CDCl3): 7.35 (2H, d), 7.05 (2H, d), 3.05 (1H, dd), 2.4 (6H,s), 2.7-2.2 (4H, m), 1.8-1.3 (6H, m).

Provenance & Evidence