Methanol → HCID 12851814, compound

HRID 1156888Notes

Reaction equation

HRID 1156888 reaction equation
[N+:1]([C:4]1[CH:33]=[CH:32][C:7]([C:8]([NH:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH2:19][O:20]C(=O)C2C=CC([N+]([O-])=O)=CC=2)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].CO.[OH-].[Na+]>O>[N+:1]([C:4]1[CH:33]=[CH:32][C:7]([C:8]([NH:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH2:19][OH:20])=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 12851813HCID 12851813, compound

Product 1

HCID 12851814HCID 12851814, compoundYield 92.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-(4-Nitrobenzoyl)amino-2-[2-(4-nitrobenzoyloxymethyl)phenyl]ethane (24 g) was added to a solution of 300 ml of methanol, 2.6 g of sodium hydroxide and 100 ml of water. The mixture was refluxed for 1 hour. After the reaction, the solvent was distilled off, and water was added. The crystals that precipitated were collected by filtration, washed with water, and recrystallized from ethanol-n-hexane to afford 14.8 g of 1-(4-nitrobenzoyl)amino-2-(2-hydroxymethylphenyl)ethane having a melting point of 137.3° to 137.6° C.

Workup

  1. temperatureThe mixture was refluxed for 1 hour
  2. customAfter the reaction
  3. distillationthe solvent was distilled off
  4. additionwater was added
  5. customThe crystals that precipitated
  6. filtrationwere collected by filtration
  7. washwashed with water
  8. customrecrystallized from ethanol-n-hexane

Sources & evidence

ORD record
ord-322c89b510f94962823f090d4fba0eaa
Source dataset
uspto-grants-1982_06
Patent number
US04337256

Reaction notes

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