Step 2: Synthesis of 2-(thiophen-3-yl)ethanol
1. to LiAlH4 (4.56 g, 0.12 mol) was added tetrahydrofuran (200 mL) at 0 °C and the mixture was stirred.
2. Slowly add THF solution of 2-(thiophen-3-yl)acetic acid (14.2 g, 0.1 mol dissolved in 100 mL of THF) dropwise to the above mixture, keeping the temperature at 0 °C.
3. after the dropwise addition was completed, the reaction mixture was continued to be stirred at 0 °C for 2 hours.
4. EtOAc (200 mL) was slowly added to the reaction mixture followed by water (5 mL) to quench the reaction.
5. The resulting suspension was filtered through diatomaceous earth and the filtrate was dried with anhydrous sodium sulfate.
6. The dried filtrate was concentrated to dryness to give 2-(thiophen-3-yl)ethanol (12.44 g, yield: 99%).
7. The product was characterized by 1H NMR (MeOD, 400 MHz): δ 5.92-5.87 (m, 1H), 5.69-5.66 (m, 1H), 5.57 (s, 1H), 2.90 (d, J=14.0 Hz, 1H), 2.38 (d, J=14 Hz, 1H), 1.55-1.42 (m, 2H).
