Ethyl 2-amino-5-chloro-3-hydroxybenzoate → 2-Amino-5-chloro-3-hydroxybenzoic acid
Reaction equation
[NH2:1][C:2]1[C:12]([OH:13])=[CH:11][C:10]([Cl:14])=[CH:9][C:3]=1[C:4]([O:6]CC)=[O:5]>Cl>[NH2:1][C:2]1[C:12]([OH:13])=[CH:11][C:10]([Cl:14])=[CH:9][C:3]=1[C:4]([OH:6])=[O:5]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
Ethyl 2-amino-5-chloro-3-hydroxybenzoate (3.23 g) was dissolved in 160 ml of a 3N aqueous solution of hydrochloric acid and stirred at 85° C. for 3 hours and at 80° C. for 5 days. The reaction solution was cooled to room temperature, insoluble matters were filtered off, 320 ml of a 1N aqueous solution of sodium hydroxide was added to the filtrate and the mixture was stirred at room temperature for 1 hour. The resulting precipitate was filtered, washed with pure water and dried in vacuo to give 1.55 g of 2-amino-5-chloro-3-hydroxybenzoic acid.
Workup
- temperatureThe reaction solution was cooled to room temperature
- filtrationinsoluble matters were filtered off
- addition320 ml of a 1N aqueous solution of sodium hydroxide was added to the filtrate
- stirringthe mixture was stirred at room temperature for 1 hour
- filtrationThe resulting precipitate was filtered
- washwashed with pure water
- customdried in vacuo
Sources & evidence
- ORD record
- ord-9e0b363ff1dd4463a38ff6549be4b1ca
- Source dataset
- uspto-grants-2007_12
- Patent number
- US07307074B2
Reaction notes
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