Ethyl 4-(4-nitrophenoxy)cyclohexanecarboxylate → HCID 178472464, compound

HRID 660136Notes

Reaction equation

HRID 660136 reaction equation
[N+:1]([C:4]1[CH:21]=[CH:20][C:7]([O:8][CH:9]2[CH2:14][CH2:13][CH:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][CH2:10]2)=[CH:6][CH:5]=1)([O-])=O>CCO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:8][C@@H:9]2[CH2:14][CH2:13][C@H:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][CH2:10]2)=[CH:20][CH:21]=1

Participants

4

Reactant 1

HCID 57435335Ethyl 4-(4-nitrophenoxy)cyclohexanecarboxylate

Product 1

HCID 178472464HCID 178472464, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Palladium (10 wt. %) on carbon (200 mg) was added in one portion to a solution of ethyl 4-(4-nitrophenoxy)cyclohexanecarboxylate (6.95 g, 23.7 mmol) in EtOH (200 mL) and the reaction mixture was stirred under a hydrogen atmosphere at ambient temperature for 16 h. The reaction mixture was filtered and concentrated in vacuo to leave the title compound as a yellow oil (6.24 g, 100%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7b20099fff9243b48475df16ec761391
Source dataset
uspto-grants-2011_12
Patent number
US08084478B2

Reaction notes

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