Cyclopropanol → HCID 19595644, compound

Participants

Reaction Steps

The above unsaturated alcohol 8 (930 mg, 4.55 mmol) was converted to the cyclopropyl alcohol as described in Example 1 to give 900 mg of [1-(3,4-diethyl benzene)-cyclopropyl]-ethanol (9) as a pale yellow oil in 91% yield. The above cyclopropyl alcohol (900 mg, 4.12 mmol) was oxidized as described in Example 1 to give 520 mg of 1-(3,4-diethyl benzene) cyclopropaneacetaldehyde (10) as a clear oil in 58% yield. 1H NMR (400 MHz, CDCl3) δ9.77 (t, J=2.5 Hz, 1H, aldehyde), 7.08 (m, 3H, aromatic), 2.62 (m, 4H, aliphatic 2CH2), 2.59 (d, J=2.8 Hz, 2H, aliphatic CH2), 1.20 (m, 6H, aliphatic, 2CH3), 1.02 (dd, J=6.3, 4.9 Hz, 2H, aliphatic CH2), 0.87 (dd, J=6.0, 4.4 Hz, 2H, aliphatic CH2).

Provenance & Evidence