Ethyl Acetate → HCID 9878038, compound

HRID 1817691Notes

Reaction equation

HRID 1817691 reaction equation
[N+:1]([C:4]1[CH:16]=[CH:15][C:7]([CH:8]=[CH:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[C:6](OCC)[CH:5]=1)([O-])=O.[C:20](OCC)(=[O:22])[CH3:21]>[Pd].[H][H]>[CH2:20]([O:22][CH:9]([CH2:8][C:7]1[CH:6]=[CH:5][C:4]([NH2:1])=[CH:16][CH:15]=1)[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH3:21]

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 67190505HCID 67190505, compound

Product 1

HCID 9878038HCID 9878038, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 178506449HCID 178506449, compoundCatalyst

Procedure

Ethyl p-nitro-2-ethoxycinnamate obtained in step (i) was hydrogenated using 10% Pd—C—H2 (60 psi) (11 g) in ethyl acetate (150 mL) at room temperature and chromatographed using ethyl acetate/hexane to yield the title compound as viscous oil (9.41 g, 60%).

Workup

  1. customat room temperature
  2. customchromatographed

Sources & evidence

ORD record
ord-e22275e4e1804ba3953bba8fb9895f42
Source dataset
uspto-grants-2009_10
Patent number
US07598293B2

Reaction notes

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