HCID 18462171, compound → HCID 15434652, compound

HRID 369485Notes

Reaction equation

HRID 369485 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][C:5]=1[O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])([O-])=O>CO>[NH2:1][C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][C:5]=1[O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

3

Reactant 1

HCID 18462171HCID 18462171, compound

Product 1

HCID 15434652HCID 15434652, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-nitro-3-octoxybenzoate (8.7 g, 0.028 mol) was dissolved in 150 mL methanol to form a solution. It was stirred at room temperature in the presence of 10% Pd--C under H2 atmosphere for 29 hours. The reaction mixture was filtered through celite, concentrated to give the product methyl 4-amino-3-octoxybenzoate as an off-white solid (7.6 g, 96%). 1H NMR (300 MHz, CDCl3): 7.25 (d, J=2.1 Hz, 1H), MS calcd (C16H25NO3): 279.2; found: 279.0.

Workup

  1. customto form a solution
  2. filtrationThe reaction mixture was filtered through celite
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-8ffda926189c4560beb6156b0188ecfc
Source dataset
uspto-grants-2000_10
Patent number
US06137003

Reaction notes

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