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CAS No. : | 911300-52-2 | MDL No. : | MFCD24566281 |
Formula : | C10H11NO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 177.20 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In 1,4-dioxane; at 20℃; for 16h; | /V-(2,3-Dihydro-1-benzofuran-6-yl)acetamide (202). A mixture of dihydrobenzofuran 201 (4.34 g, 26.3 mmol) and PtO2 (420 mg, 1.9 mmol) in THF (40 mL) and EtOH (200 mL) was stirred vigorously under H2 (30 psi) for 16 h. The mixture was filtered through Celite, washed with THF and the solvent evaporated. The residue was purified by chromatography, eluting with 2% MeOH/DCM, to give <strong>[57786-34-2]6-amino-2,3-dihydrobenzofuran</strong> (2.89 g, 81%), which was dissolved in dioxane (95 mL), Ac2O (4.3 mL, 45.6 mmol) was EPO <DP n="141"/>added dropwise, and the solution stirred at 20 0C for 16 h. Water (200 mL) was added and the mixture extracted with DCM (3 x 120 mL). The combined organic layer was dried and the solvent evaporated to give acetamide 202 (3.56 g, 97%) as a yellow solid: mp 115- 118 0C; 1H NMR δ 7.26 (br s, 1 H, NH)1 7.09 (d, J = 7.9 Hz, 1 H, H-4), 7.04 (s, 1 H, H-7), 6.91 (d, J = 7.9 Hz, 1 H, H-5), 4.56 (t, J = 8.6 Hz, 2 H, H-2), 3.15 (t, J = 8.1 Hz, 2 H, H-3), 2.14 (s, 3 H, COCH3). Anal, calcd for C10H11NO2: C, 67.8; H, 6.3; N, 7.9. Found: C, 67.7; H, 6.4; N, 8.0%. |