Dichloromethane → HCID 178507228, compound

Participants

Reaction Steps

A solution of 2.40 g (11.80 mmol) of 5-adamantylisoxazole and 1.18 g (23.60 mmol) of hydrazine hours. The solvent was removed in vacuo and the residue was taken up in 50 mol of dichloromethane. The solution was concentrated in vacuo to yield 2.47 g (96%) of a light brown oil. The crude material was purified by chromatography on silica gel to yield 200 g (78%) of a pale yellow solid: Rf 0.45 in 2/2/1 ligroin/CH2Cl2 /CH3OH; 1H NMR (CDCl3) δ 1.51 (S, 6H, the δ hydrogens of the adamantyl ring), 1.65 (S, 6H, the β hydrogens of the adamantyl ring, 1.81 (S, 3H, the three bridgehead protons), 5.16 (S, 1H, --C=CH--). All the analytical data are identical to those obtained from an authenticated sample.

Provenance & Evidence