1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 68723174, compound

Participants

Reaction Conditions

Reaction Steps

A part of the crude trans-methyl 9-acetoxy-7-methylspiro[4.5]dec-7-ene-6-carboxylate obtained (2.4 g) was dissolved in DBU (13 g, 85.6 mmol) and stirred for 21 h at 20° C. and for 7 h at 40° C. The reaction mixture was poured into cold 2N aqueous HCl (60 ml), and extracted twice with cyclohexane (50 ml). The combined organic phases were washed with water (50 ml), with a saturated aqueous solution of NaCl (50 ml), dried (MgSO4), and concentrated. FC (500 g SiO2, pentane/Et2O 100:1) of the crude product (1.47 g) gave methyl 7-methylspiro[4.5]deca-6,8-diene-6-carboxylate (0.77 g, 13% estimated overall yield). Boiling point: 100° C. (0.08 mbar).

Provenance & Evidence