Allyl Alcohol → 2-Chloro-5(3-oxopropyl)-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide

Participants

Reaction Conditions

Reaction Steps

2-Chloro-5-iodo-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide (5.00 g Example 29a), tetrabutylammonium chloride (3.40 g) and sodium hydrogencarbonate (2.44 g) were charged to a flask, followed by Pd(OAc)2 (53.3 mg), toluene (50 ml) and allyl alcohol (1.01 ml). The pale brown mixture was heated at 80° C. for 5 h, then cooled to ambient temperature. The mixture was filtered and the residues washed with additional toluene (50 ml+50 ml). The combined toluene solutions were washed with water (100 ml),then dried over MgSO4 and evaporated to a light brown solid (3.82 g).

Provenance & Evidence