10-(1-Piperidinyl)-5H-dibenzo[a,d]cyclohepten-5-one → HCID 20491796, compound

Reaction equation

[CH3:1][Li].[N:3]1([C:9]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[C:13](=[O:20])[C:12]3[CH:21]=[CH:22][CH:23]=[CH:24][C:11]=3[CH:10]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1>CCOCC.O1CCCC1>[OH:20][C:13]1([CH3:1])[C:12]2[CH:21]=[CH:22][CH:23]=[CH:24][C:11]=2[CH:10]=[C:9]([N:3]2[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]2)[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]1=2

Participants

Procedure

A solution of 140 ml. of 1.8 molar methyl lithium in ether and 250 ml. of ether at 5°-10° C. under nitrogen was treated dropwise with a solution of 59 g of 10-(1-piperidyl)-5H-dibenzo[a,d]cyclohepten-5-one in 250 ml of tetrahydrofuran. After a total of 2 hours, the mixture was poured onto ice and allowed to stand until the ice melted. The mixture was extracted well with ether and the extract was dried (Na2SO4), filtered, and concentrated to dryness, the residue being used directly in the next step.