Methyl 2-(2-(4-nitrophenoxy)ethoxy)acetate → HCID 59253936, compound

HRID 638746Notes

Reaction equation

HRID 638746 reaction equation
[CH3:1][O:2][C:3](=[O:18])[CH2:4][O:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=1>C(OCC)(=O)C.[C].[Pd]>[CH3:1][O:2][C:3](=[O:18])[CH2:4][O:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[CH:11][C:12]([NH2:15])=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 59253929Methyl 2-(2-(4-nitrophenoxy)ethoxy)acetate

Product 1

HCID 59253936HCID 59253936, compoundYield 71.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2-(4-nitrophenoxy)ethoxyacetic acid methyl ester 59 (1 g, 3.9 mmol) was dissolved in anhydrous ethyl acetate (20 ml), palladium carbon (10%, 0.1 g) added and the mixture stirred under a hydrogen atm. using a balloon for 30 min. Catalyst was filtered, filtrate concentrated, hexane (3 ml) added, and the solid filtered to give 60 (625 mg, 70.9%) as a light brown powder. M.p: 51-52.5° C.

Workup

  1. customfor 30 min
  2. filtrationCatalyst was filtered
  3. concentrationfiltrate concentrated
  4. additionhexane (3 ml) added
  5. filtrationthe solid filtered

Sources & evidence

ORD record
ord-e9477d75854d4cb0a8a0a3163f7ec540
Source dataset
uspto-grants-2010_04
Patent number
US07691364B2

Reaction notes

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