Sodium Hydroxide → 2-Methyl-3-(2-nitrophenyl)-2-propenoic acid
Reaction equation
[CH3:1][C:2](=[CH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N+:15]([O-:17])=[O:16])[C:3]([O:5]CC)=[O:4].[OH-].[Na+]>CO>[CH3:1][C:2](=[CH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N+:15]([O-:17])=[O:16])[C:3]([OH:5])=[O:4]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 40 °C
Procedure
Into 200 ml of methanol, 11.8 g (50.2 mmol) of ethyl 2-methyl-3-(2-nitrophenyl)-2-propenate were dissolved; and, with 200 ml of a 2-N aqueous sodium hydroxide solution being added thereto, the mixture was stirred at 40° C. for one night. After the completion of the reaction was verified by TLC, the reaction liquid was concentrated under a reduced pressure. After the pH was adjusted to 1 with 1-N hydrochloric acid being added thereto, the resulting residue was dissolved in ethyl acetate. After being washed three times with water, the solution was dried for one night with sodium sulfate anhydride being added thereto. After sodium sulfate was filtered out from the dried solution, the filtrate was concentrated under a reduced pressure, whereby 10.2 g of the aimed compound were obtained as a crystal (yield: 98.0%).
Workup
- customthe reaction liquid
- concentrationwas concentrated under a reduced pressure
- additionadded
- dissolutionthe resulting residue was dissolved in ethyl acetate
- washAfter being washed three times with water
- dry with materialthe solution was dried for one night with sodium sulfate anhydride being
- additionadded
- filtrationAfter sodium sulfate was filtered out from the dried solution
- concentrationthe filtrate was concentrated under a reduced pressure
Sources & evidence
- ORD record
- ord-c86a7b0e281e4e9e953c1bfe416c6c86
- Source dataset
- uspto-grants-2001_05
- Patent number
- US06229020B1
Reaction notes
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