Hydrochloric Acid → 3-(2-Aminophenyl)-2-methyl-2-propenoic acid

HRID 2269788Notes

Reaction equation

HRID 2269788 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[C:9]([CH3:15])[C:10]([O:12]CC)=[O:11].[OH-].[Na+].Cl>O1CCCC1>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[C:9]([CH3:15])[C:10]([OH:12])=[O:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70217004Ethyl 3-(2-aminophenyl)-2-methyl-2-propenate

Product 1

HCID 672452723-(2-Aminophenyl)-2-methyl-2-propenoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Into 10 ml of tetrahydrofuran (THF), 1.50 g (7.31 mmol) of (E) ethyl 3-(2-aminophenyl)-2-methyl-2-propenate were dissolved; and, with 10 ml of a 1-N aqueous sodium hydroxide solution being added thereto, the mixture was reacted at 40° C. for 4 hours. After the completion of the reaction was verified by TLC, the mixture was cooled with 10 ml of 1-N hydrochloric acid being added thereto. The precipitated crystal was filtered out, whereby 1.30 g of the aimed compound were obtained (quantitatively).

Workup

  1. customthe mixture was reacted at 40° C. for 4 hours
  2. additionadded
  3. filtrationThe precipitated crystal was filtered out

Sources & evidence

ORD record
ord-4c4793ac953444d9bf0ce43d9d77df0c
Source dataset
uspto-grants-2001_12
Patent number
US06329546B1

Reaction notes

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