Acetic Acid → HCID 86749096, compound

HRID 128641Notes

Reaction equation

HRID 128641 reaction equation
[CH:1]1[C:11]2[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[CH:6]([C:16]3[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[H][H].CCOCC.[C:29]([OH:32])(=[O:31])[CH3:30]>[Pt]=O>[CH:12]1[C:8]2[CH2:9][CH2:10][C:11]3[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=3[CH:6]([CH:16]3[CH2:21][CH2:20][CH2:19][N:18]([CH2:30][C:29]([OH:32])=[O:31])[CH2:17]3)[C:7]=2[CH:15]=[CH:14][CH:13]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 3283Diethyl EtherHCID 21474127HCID 21474127, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86749096HCID 86749096, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 82844Platinum oxide (PtO)Catalyst

Procedure

Dissolved 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)pyridine (0.95 g, 3.5 mmol) in 50 mL of glacial acetic acid. Added platinum oxide catalyst (0.2 g), and shook on Paar shaker at 59 psi of hydrogen pressure for 24 hours. Filtered, and evaporated filtrate. Crystallized product from ether to give 1.14 g (100% yield) of 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)piperidine acetic acid as a white solid.

Workup

  1. filtrationFiltered
  2. customevaporated filtrate

Sources & evidence

ORD record
ord-1d333b53fe3c4f34a3beba4dc2ad07d2
Source dataset
uspto-grants-1995_11
Patent number
US05464840

Reaction notes

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