Sodium Methoxide → HCID 53880467, compound

Participants

Reaction Steps

30% sodium methoxide solution (2.67 g, 14.83 mmol) is added over 8 hours to a mixture of methyl 4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthoyl)methoxy]-3-iodobenzoate (7.50 g, 14.8 mmol) and methyltriphenylphosphine bromide (7.30 g, 20.42 mmol) in THF (80 ml). The mixture is stirred for 18 hours at room temperature. The mixture is concentrated on a rotary evaporator under vacuum at 40° C. This is extracted with 90 ml of ethyl ether and 90 ml of water. After separation of the phases by settling, the organic phase is washed twice with 90 ml of water, dried over anhydrous magnesium sulphate and concentrated on a rotary evaporator under vacuum at 40° C. The product is purified by flash chromatography on a column of silica (70% CH2Cl2, 30% heptane).

Provenance & Evidence