Sodium Hydroxide → HCID 70215476, compound

HRID 2269780Notes

Reaction equation

HRID 2269780 reaction equation
[CH3:1][N:2]([CH3:20])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[C:10]([CH3:16])[C:11]([O:13]CC)=[O:12])=[C:5]([N+:17]([O-:19])=[O:18])[CH:4]=1.[OH-].[Na+]>CO>[CH3:20][N:2]([CH3:1])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[C:10]([CH3:16])[C:11]([OH:13])=[O:12])=[C:5]([N+:17]([O-:19])=[O:18])[CH:4]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70216993HCID 70216993, compound

Product 1

HCID 70215476HCID 70215476, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
45 °C

Procedure

Into 150 ml of methanol, 15.0 g (53.9 mmol) of (E) ethyl 3-(4-dimethylamino-2-nitrophenyl)-2-methyl-2-propenate were dissolved; and, with 3.2 g (80 mmol) of sodium hydroxide being added thereto, the mixture was stirred at 45° C. for 5.5 hours. After the solvent was evaporated from the reaction liquid under a reduced pressure, the residue was dissolved in 100 ml of water. Thus obtained solution was adjusted to neutral with 2-N hydrochloric acid being added thereto. The precipitated crystal was filtered out, fully washed with water, and then dried, whereby 12.1 g of the aimed compound were obtained as a crystal (yield: 89.7%).

Workup

  1. customAfter the solvent was evaporated from the reaction liquid under a reduced pressure
  2. dissolutionthe residue was dissolved in 100 ml of water
  3. additionadded
  4. filtrationThe precipitated crystal was filtered out
  5. washfully washed with water
  6. customdried

Sources & evidence

ORD record
ord-ae44c62315fd46f7a7ed53e864de6a66
Source dataset
uspto-grants-2001_12
Patent number
US06329546B1

Reaction notes

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