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

HRID 434699Notes

Reaction equation

HRID 434699 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

5

Reactant 2

HCID 1109822610-(1-Piperidinyl)-5H-dibenzo[a,d]cyclohepten-5-oneHCID 178418348HCID 178418348, compound

Product 1

HCID 20491796HCID 20491796, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 8028TetrahydrofuranSolvent

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.

Workup

  1. additionAfter a total of 2 hours, the mixture was poured onto ice
  2. extractionThe mixture was extracted well with ether
  3. dry with materialthe extract was dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-93a55ca5a2b0443d97457baf1898c0f8
Source dataset
uspto-grants-1983_08
Patent number
US04399141

Reaction notes

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