HCID 53739519, compound → HCID 54488533, compound

HRID 1369244Notes

Reaction equation

HRID 1369244 reaction equation
[N+](C1C=CC(COC([NH:12][CH2:13][CH2:14][CH2:15][O:16][C:17]2[CH:18]=[CH:19][C:20]3[CH2:26][CH:25]([CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])[C:24]4[CH:33]=[CH:34][CH:35]=[CH:36][C:23]=4[CH2:22][C:21]=3[CH:37]=2)=O)=CC=1)([O-])=O>[Pd].C(O)C>[NH2:12][CH2:13][CH2:14][CH2:15][O:16][C:17]1[CH:18]=[CH:19][C:20]2[CH2:26][CH:25]([CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])[C:24]3[CH:33]=[CH:34][CH:35]=[CH:36][C:23]=3[CH2:22][C:21]=2[CH:37]=1

Participants

4

Reactant 1

HCID 53739519HCID 53739519, compound

Product 1

HCID 54488533HCID 54488533, compoundYield 113.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of ethyl (±)-10,11-dihydro-3-[3-(4-nitrobenzyloxycarbonylamino)-1-propyloxy]-5H-dibenzo[a,d]cycloheptene-10-acetate (1.6 g 3 mmol), 10% palladium on charcoal (0.8 g, 1 mmol), and ethanol (50 mL) was shaken under H2 (48 psi) for 3 hr, then the catalyst was removed by filtration through celite®D. The filtrate was concentrated to give the title compound (1.2 g, 100%) as a yellow oil: MS (ES) 348.2 (M+H)+.

Workup

  1. customthe catalyst was removed by filtration through celite®D
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-5cb9abef81ed479a9e35e7d38f28d215
Source dataset
uspto-grants-2003_06
Patent number
US06576643B2

Reaction notes

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