Ammonium Chloride → HCID 6538161, compound

Participants

Reaction Steps

For the synthesis of the (E)-6,10-dimethyl-2-oxiranylundeca-5,9-dienecarboxylic acid methyl ester, 27.00 ml (54.00 mmol) of a 2 M solution of allylmagnesium chloride in ether is added dropwise within 30 minutes to a solution of 1.10 g (6.40 mmol) of geranyl chloride in 50 ml of THF/HMPT (v/v=1/1). The resulting mixture is stirred at room temperature for 15 hours, and then 20 ml of saturated aqueous NH4Cl solution is added. The organic phase is separated off, and the aqueous phase is extracted four times with 25 ml each of dichloromethane. The combined organic phases are concentrated under reduced pressure. The remaining residue is taken up with 50 ml of ether, successively washed with 2 M aqueous hydrochloric acid, saturated aqueous NaCl solution and distilled water, dried over MgSO4 and concentrated under reduced pressure. The vacuum distillation of the thus obtained residue yields 0.89 g (4.99 mmol, 78%) of (E)-6,10-dimethyl-undeca-1,5,9-triene.

Provenance & Evidence