Phosphorus pentachloride → Tetradecan-7-one
Reaction equation
C([C@H]1CC[C@H:7]([CH:10]2CC[C:13]3([C:32](=[O:33])[C:17]4(CC[CH:20]([C@H:23]5CC[C@H](CCC)[CH2:25][CH2:24]5)[CH2:19][CH2:18]4)C3=O)[CH2:12][CH2:11]2)[CH2:6]C1)CC.P(Cl)(Cl)(Cl)(Cl)Cl>C(Cl)(Cl)(Cl)Cl>[CH3:6][CH2:7][CH2:10][CH2:11][CH2:12][CH2:13][C:32](=[O:33])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:23][CH2:24][CH3:25]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1 mmol of 3,11-bis(trans-4-propylcyclohexyl)dispiro-[5.1.5.1]tetradecane-7,14-dione (obtainable according to Example 1) are stirred with 210 mg (1 mmol) of phosphorus pentachloride in 30 ml of carbon tetrachloride for 48 hours at room temperature. After pouring onto ice-water, the organic phase is worked up. After chromatographic purification, 3,11-bis(trans-4-propylcyclohexyl)-14,14-dichlorodispiro[5.1.5.1.]tetradecan-7-one is obtained, m.p. 159°, c.p. 266.7°-270.1°.