methyl 2,3-dihydrobenzofuran-7-carboxylate synthesis

12synthesis methods

Product Name:methyl 2,3-dihydrobenzofuran-7-carboxylate
CAS Number:133844-95-8
Molecular formula:C10H10O3
Molecular Weight:178.18

67-56-1 Synthesis

67-56-1
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35700-40-4 Synthesis

35700-40-4
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methyl 2,3-dihydrobenzofuran-7-carboxylate

133844-95-8
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Yield: 99%

Reaction Conditions:

with sulfuric acid at 80; for 17 h;

Steps:

65
INTERMEDIATE 65 Methyl 2, 3-dihydro-1-benzofuran-7-carboxylate 2, 3-Dihydrobenzofuran-7-carboxylic acid (8 g, 48. 7 mmol) was dissolved in methanol (39.6 mL, 975 mmol) and concentrated sulfuric acid (2.6 mL, 48. 7 mmol) was slowly added. The mixture was refluxed at 80 °C for 17 h. The solvent was evaporated and the residue was dissolved in ethyl acetate and washed with brine. The organic layer was evaporated to give the title compound as a beige solid. Yield: 8.6 g (99%). HPLC purity 93%, RT=1.72 min (System A; 10-97% MeCN over 3 min); 96%, RT=1.67 min (System B; 10-97% MeCN over 3 min). MS (ESI+) for CloHlo03 m/z 179 (M+H) +.

References:

BIOVITRUM AB WO2005/58858, 2005, A1 Location in patent:Page/Page column 154