HCID 54447813, compound → HCID 19079070, compound

HRID 1735857Notes

Reaction equation

HRID 1735857 reaction equation
[CH2:1]([C:4]1([CH:19]=[CH:20][CH2:21][OH:22])[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH2:8][CH2:7][C:6]2[CH:15]=[CH:16][CH:17]=[CH:18][C:5]1=2)[CH:2]=[CH2:3].[H][H]>C(O)C.[Pd]>[CH2:1]([C:4]1([CH2:19][CH2:20][CH2:21][OH:22])[C:5]2[CH:18]=[CH:17][CH:16]=[CH:15][C:6]=2[CH2:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]1=2)[CH2:2][CH3:3]

Participants

5

Reactant 2

HCID 54447813HCID 54447813, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19079070HCID 19079070, compoundYield 90.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Dissolved 3-[10,11-dihydro-5-(2-propenyl)-5H-dibenzo[a,d]cyclohepten-5-yl]-prop-2-en-1-ol (4.85 g, 16.70 mmol) in 75 mL of absolute ethanol. Added 10% palladium on carbon catalyst (1.20 g), and hydrogenated on Paar shaker at 58 psi of hydrogen pressure for 16 hours. Filtered to remove catalyst, and evaporated filtrate to give 4.43 g (90% yield) of 3-[10,11-dihydro-5-propyl-5H-dibenzo[a,d]cyclohepten-5-yl]-propanol as a colorless oil.

Workup

  1. filtrationFiltered
  2. customto remove catalyst
  3. customevaporated filtrate

Sources & evidence

ORD record
ord-525529e11e4141fb8cdb64214e2d7f51
Source dataset
uspto-grants-1996_07
Patent number
US05538986

Reaction notes

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