| Identification | Back Directory | [Name]
2-(3-Aminophenyl)acetic acid ethyl ester | [CAS]
52273-79-7 | [Synonyms]
Ethyl 3-aminophenylacetate
Ethyl 2-(3-aminophenyl)acetate
3-Amino-benzeneacetic acid ethyl ester
(3-Aminophenyl)acetic acid ethyl ester
2-(3-Aminophenyl)acetic acid ethyl ester
Benzeneacetic acid, 3-amino-, ethyl ester | [Molecular Formula]
C10H13NO2 | [MDL Number]
MFCD11590554 | [MOL File]
52273-79-7.mol | [Molecular Weight]
179.22 |
| Chemical Properties | Back Directory | [Boiling point ]
138-140 °C(Press: 3-4 Torr) | [density ]
1.112±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [pka]
4.36±0.10(Predicted) | [Appearance]
Brown to black Liquid |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of ethyl 2-(3-aminophenyl)acetate from ethyl 3-nitrophenylacetate: ethyl 2-(3-nitrophenyl)acetate (3h) (1.05 g, 3.40 mmol) was dissolved in methanol (25 mL) and hydrogenation reaction was carried out for 4 h by adding 10% Pd/C (catalytic amount) as a catalyst. After completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to afford the target product ethyl 2-(3-aminophenyl)acetate (4h). The product was characterized by 1H-NMR (200 MHz, CDCl3): δ 1.25 (t, 3H, J = 7.2 Hz), 3.51 (s, 2H), 4.14 (q, 2H, J = 7.2 Hz), 6.59-6.71 (m, 3H), 7.11 (t, 1H, J = 7.8 Hz). The reaction was carried out quantitatively in 100% yield. | [References]
[1] Patent: EP3381898, 2018, A1. Location in patent: Paragraph 0200; 0265
[2] Collection of Czechoslovak Chemical Communications, 1995, vol. 60, # 4, p. 659 - 669
[3] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 3, p. 1206 - 1217
[4] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 1, p. 217 - 220
[5] Patent: US6150373, 2000, A |
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