[S:1]1[CH2:5][CH2:4][C:3]2[CH:6]=[C:7]([CH2:10][C:11]([OH:13])=[O:12])[CH:8]=[CH:9][C:2]1=2.[CH3:14]O>Cl>[CH3:14][O:12][C:11](=[O:13])[CH2:10][C:7]1[CH:8]=[CH:9][C:2]2[S:1][CH2:5][CH2:4][C:3]=2[CH:6]=1In a round bottom flask was placed (2,3-dihydro-benzo[b]thiophen-5-yl)-acetic acid (525 mg, 2.70 mmol), methanol (15 mL) and hydrochloric acid (2 drops). The reaction mixture was heated to 65° C. for 16 h. It was then concentrated in vacuo to remove the methanol, diluted with water (20 mL) and extracted with ethyl acetate (3×20 mL). The organic layers were combined and washed with a saturated aqueous sodium bicarbonate solution (10 mL), dried over magnesium sulfate, filtered and concentrated in vacuo to afford (2,3-dihydro-benzo[b]thiophen-5-yl)-acetic acid methyl ester (528 mg, 94%) as a yellow oil: ES-HRMS m/e calcd for C11H12O2S (M+H)+ 209.0631, observed 209.0631.
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