Ethanol → HCID 69593397, compound

HRID 1793639Notes

Reaction equation

HRID 1793639 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]2[CH2:14][CH2:15][CH:9]1[CH2:10][C:11]2=[CH:16][C:17]1[CH:22]=[CH:21][C:20]([Cl:23])=[C:19]([Cl:24])[CH:18]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CCO>O=[Pt]=O.CCOC(C)=O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]2[CH2:14][CH2:15][CH:9]1[CH2:10][CH:11]2[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([Cl:23])=[C:19]([Cl:24])[CH:18]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 702EthanolHCID 69593395HCID 69593395, compound

Product 1

HCID 69593397HCID 69593397, compoundYield 88.4%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8857Ethyl AcetateSolvent

Procedure

5-(3,4-Dichloro-benzylidene)-2-aza-bicyclo[2.2.2]octane-2-carboxylic acid tert-butyl ester (0.45 g) was stirred under 1 atm of H2 in 20 ml of 1:1 of EtOH:EtOAc in the presence of PtO2 for 20 min. The reaction mixture was filtered through celite and concentrated to give 0.4 g of 5-(3,4-dichloro-benzyl)-2-aza-bicyclo[2.2.2]octane-2-carboxylic acid tert-butyl ester (M+: 369).

Workup

  1. filtrationThe reaction mixture was filtered through celite and
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-ce628456443e443baa5b2213a7275376
Source dataset
uspto-grants-2006_07
Patent number
US07081531B2

Reaction notes

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