C8H9Cl (Mr = 140.61); Reaction conditions: 0.5 mmol 1-phenylethanol (60 0.55 mmol TMSCl (69.8 μl) rt, stirring 400, 4 h SFRC; μl), – Purification: CC (SiO2, CH2Cl2/hexane 1:1); Yield: 55.1 mg (79%), colourless liquid; 1H NMR (300 MHz, CDCl3): = 7.45 7.21 (m, 5H), 5.08 (q, = 6.8 Hz, 1H), 1.84 (d, J J δ – = 6.8 Hz, 3H). 13C NMR (76 MHz, CDCl3): = 142.9, 128.8, 128.4, 126.6, 58.9, 26.7. δ 1-(1-Chloroethyl)-4-methylbenzene (2d)6 C9H11Cl (Mr = 154.64); Reaction conditions: 0.5 mmol (68.9 0.55 mmol TMSCl μl), (69.8 rt, stirring 400, 4 h SFRC; μl), – Purification: CC (SiO2, CH2Cl2/hexane 1:1); Yield: 66.4 mg (86%), colourless oil; 1H NMR (300 MHz, CDCl3): = 7.29 (d, = 8.1 Hz, 2H), 7.14 (d, = 7.9 Hz, 2H), 5.06 J J δ (q, = 6.8 Hz, 1H), 2.33 (s, 3H), 1.82 (d, = 6.8 Hz, 3H). J J 13C NMR (76 MHz, CDCl3): = 140.0, 138.2, 129.4, 126.5, 58.9, 26.6, 21.2. δ 1-(1-Chloroethyl)-4-fluorobenzene (2e)7
C8H9Cl (Mr = 140.61); Reaction conditions: 0.5 mmol 1-phenylethanol (60 μl) 0.55 mmol TMSCl (69.8 μl), rt, stirring 400, 4 h – SFRC; Purification: CC (SiO2, CH2Cl2/hexane 1:1); Yield: 55.1 mg (79%), colourless liquid; 1H NMR (300 MHz, CDCl3): δ = 7.45 – 7.21 (m, 5H), 5.08 (q, J = 6.8 Hz, 1H), 1.84 (d, J = 6.8 Hz, 3H). 13C NMR (76 MHz, CDCl3): δ = 142.9, 128.8, 128.4, 126.6, 58.9, 26.7. 1-(1-Chloroethyl)-4-methylbenzene (2d)6 C9H11Cl (Mr = 154.64); Reaction conditions: 0.5 mmol (68.9 μl), 0.55 mmol TMSCl (69.8 μl), rt, stirring 400, 4 h – SFRC; Purification: CC (SiO2, CH2Cl2/hexane 1:1); Yield: 66.4 mg (86%), colourless oil; 1H NMR (300 MHz, CDCl3): δ = 7.29 (d, J = 8.1 Hz, 2H), 7.14 (d, J = 7.9 Hz, 2H), 5.06 (q, J = 6.8 Hz, 1H), 2.33 (s, 3H), 1.82 (d, J = 6.8 Hz, 3H). 13C NMR (76 MHz, CDCl3): δ = 140.0, 138.2, 129.4, 126.5, 58.9, 26.6, 21.2. 1-(1-Chloroethyl)-4-fluorobenzene (2e)7
1-s2.0-S0040403916304579-mmc1.docx