Ethanol → HCID 69950320, compound

HRID 427265Notes

Reaction equation

HRID 427265 reaction equation
C(O[C:4](=[O:23])[CH:5]([O:11][C:12]1[CH:17]=[CH:16][C:15](OC)=[CH:14][C:13]=1[N+:20]([O-])=O)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.[CH2:24]([OH:26])C>>[CH2:9]([O:8][C:6]([CH:5]1[C:4](=[O:23])[NH:20][C:13]2[CH:14]=[CH:15][C:16]([O:26][CH3:24])=[CH:17][C:12]=2[O:11]1)=[O:7])[CH3:10]

Participants

3

Reactant 2

HCID 702EthanolHCID 53684357HCID 53684357, compound

Product 1

HCID 69950320HCID 69950320, compound

Procedure

A mixture of (4-methoxy-2-nitro-phenoxy)-malonic acid diethyl ester (2.3 g, 7.0 mmol) in ethanol containing 10% Pd/C was hydrogenated at 35 psi for 18 hours. The catalyst was filtered through celite and the solvents were removed under vacuum to afford a solid which was washed with ether to afford 1.25 g of a white solid. The mother liquor was concentrated and the solid again washed with ether to afford another 100 mg of product. Yield: (1.35 g, 76%): mp 138.5-139.5° C.

Workup

  1. filtrationThe catalyst was filtered through celite
  2. customthe solvents were removed under vacuum
  3. customto afford a solid which
  4. washwas washed with ether

Sources & evidence

ORD record
ord-c28c5e4243044217bea8a88bcb77f3da
Source dataset
uspto-grants-2001_11
Patent number
US06313114B1

Reaction notes

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