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Methyl 2-ethenyl-3-nitrobenzoate → HCID 22170201, compound

HRID 1822871
Notes
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Reaction equation

HRID 1822871 reaction equation
[N+:1]([C:4]1[C:5]([CH:14]=[CH2:15])=[C:6]([CH:11]=[CH:12][CH:13]=1)[C:7]([O:9][CH3:10])=[O:8])([O-])=O>CCOC(C)=O.CCO.[Pd]>[NH2:1][C:4]1[C:5]([CH2:14][CH3:15])=[C:6]([CH:11]=[CH:12][CH:13]=1)[C:7]([O:9][CH3:10])=[O:8]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 10822192Methyl 2-ethenyl-3-nitrobenzoate

Product 1

HCID 22170201HCID 22170201, compoundYield 97.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584252Ethanol ethylacetateSolvent

Procedure

A mixture of methyl 3-nitro-2-vinylbenzoate (1.1 g, 5.31 mmol), and 5% Pd/C (100 mg) in EtOAc/EtOH 1:1 (50 ml) was hydrogenated at 3 atm over night. The mixture was filtered through Celite, and the filtrate was concentrated to give the title compound 0.93 g (97%) as a colourless oil.

Workup

  1. waitwas hydrogenated at 3 atm over night
  2. filtrationThe mixture was filtered through Celite
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-70a7cb9a19d644eebe299f39c33200d8
Source dataset
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07037925B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes