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

HRID 1976897Notes

Reaction equation

HRID 1976897 reaction equation
C(NC(=O)C(C)=CC1C=C(OC)C(OC)=CC=1N)CC1C=CC=CC=1.[NH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[CH:33]=[C:34]([CH3:40])[C:35]([O:37]CC)=[O:36].[OH-].[Na+].Cl>O1CCCC1>[NH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[CH:33]=[C:34]([CH3:40])[C:35]([OH:37])=[O:36]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 702148893-(2-Amino-4,5-dimethoxyphenyl)-2-methyl-2-propenoic acid phenethyl amideHCID 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 (yield: quantitative).

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-711e3eb202ec49aa8e41da4803416979
Source dataset
uspto-grants-2001_05
Patent number
US06229020B1

Reaction notes

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