5,7-dimethyl-8-methoxy-9-(2,2-diethoxyethyl)-1,2,3,4-tetrahydro-9H-fluorene → 5,7-dimethyl-8-methoxy-9-formylmethyl-1,2,3,4-tetrahydro-9H-fluorene
Reaction equation
[CH3:1][C:2]1[CH:14]=[C:13]([CH3:15])[C:12]([O:16][CH3:17])=[C:11]2[C:3]=1[C:4]1[CH2:5][CH2:6][CH2:7][CH2:8][C:9]=1[CH:10]2[CH2:18][CH:19](OCC)[O:20]CC>O1CCCC1.Cl>[CH3:1][C:2]1[CH:14]=[C:13]([CH3:15])[C:12]([O:16][CH3:17])=[C:11]2[C:3]=1[C:4]1[CH2:5][CH2:6][CH2:7][CH2:8][C:9]=1[CH:10]2[CH2:18][CH:19]=[O:20]Participants
4
Procedure
A tetrahydrofuran solution containing 1.45 g of 5,7-dimethyl-8-methoxy-9-(2,2-diethoxyethyl)-1,2,3,4-tetrahydro-9H-fluorene in 10 ml of tetrahydrofuran and 10 ml of 15% hydrochloric acid were stirred at room temperature for 3 hours. The reaction mixture was extracted with dichloromethane and the extract was washed with saturated aqueous sodium chloride solution and saturated sodium bicarbonate solution and then dried with magnesium sulfate. The solvent was distilled off to obtain 1.20 g of 5,7-dimethyl-8-methoxy-9-formylmethyl-1,2,3,4-tetrahydro-9H-fluorene.