Hydrochloric Acid → Benzoic acid, 2-amino-4-ethyl-, ethyl ester
Reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([NH2:12])[C:6](=[CH:10][CH:11]=1)[C:7]([OH:9])=[O:8])[CH3:2].Cl.[CH2:14](O)[CH3:15]>>[NH2:12][C:5]1[CH:4]=[C:3]([CH2:1][CH3:2])[CH:11]=[CH:10][C:6]=1[C:7]([O:9][CH2:14][CH3:15])=[O:8]Participants
4
Procedure
A mixture of 59.4 gm. of 4-ethylanthranilic acid and 1,000 cc. of ethanol is saturated with dry hydrogen chloride gas and then refluxed overnight. The reaction mixture is then concentrated in vacuo and the residue taken up between ether and sodium bicarbonate solution. The ether extract is dried and concentrated in vacuo to give ethyl 2-amino-4-ethylbenzoate as an oil (characterized by IR and NMR).
Workup
- additionA mixture of 59.4 gm
- temperaturerefluxed overnight
- concentrationThe reaction mixture is then concentrated in vacuo
- extractionThe ether extract
- customis dried
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-891a5db0979043958c223bac679b0cc3
- Source dataset
- uspto-grants-1977_09
- Patent number
- US04046905
Reaction notes
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