Ethyl (4-chloro-1,3-benzoxazol-2-yl)acetate synthesis
- Product Name:Ethyl (4-chloro-1,3-benzoxazol-2-yl)acetate
- CAS Number:1446332-73-5
- Molecular formula:C11H10ClNO3
- Molecular Weight:239.65
52130-17-3
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2318-25-4
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1446332-73-5
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Yield:1446332-73-5 94%
Reaction Conditions:
in ethanol at 80; for 48 h;
Steps:
3.1.B Part 1 : Preparation of ethyl 2-(4-chlorobenzo[d]oxazol-2-yl)acetate
Step B: To a solution of 2-amino-3-chlorophenol (2.0 g, 14 mmol) in EtOH (30 mL) was added ethyl 3-ethoxy-3-iminopropanoate hydrochloride (3.01 g, 15.4 mmol). After heating at 80 °C for 2 d, the mixture was concentrated. The residue was partitioned between EtO Ac and water. The organic layer was concentrated and purified by silica gel column chromatography (CH2CI2) to give ethyl 2-(4-chlorobenzo[d]oxazol-2-yl)acetate (3.17 g, 94%) as an off-white solid. MS m/z 240.1 [M+H]+; 1H NMR (500 MHz, DMSO-d6): δ 7.75 (1H, dd, J= 8.0 Hz, 0.9 Hz), 7.49 (1H, dd, J= 8.0 Hz, 0.9 Hz), 7.43 (1H, t, J= 8.0 Hz), 4.28 (2H, s), 4.16 (2H, q, J= 7.2 Hz), 1.21 (3H, t, J= 7.2 Hz).
References:
WO2013/101974,2013,A1 Location in patent:Paragraph 00596; 00598
17802-02-7
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1446332-73-5
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