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List of used abbreviations - RosDok - Universität Rostock

List of used abbreviations - RosDok - Universität Rostock

List of used abbreviations - RosDok - Universität Rostock

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S<br />

O<br />

Me Me<br />

Br<br />

Et<br />

Methyl 4,6-dimethyl-5-(2-bromoethyl)-2-(4-ethylphenyl-<br />

sulfanyl)benzoate (8v): Starting with 7a (283 mg, 2.25<br />

mmol), 3g (441 mg, 1.5 mmol), TiBr4 ( 0.826, 2.25 mmol) and<br />

CH2Cl2 (45 mL), 8v was isolated as a highly viscous oil (170<br />

mg, 42%). 1 H NMR (250 MHz, CDCl3): δ = 1.15 (t, J=7.5 Hz,<br />

3 H, CH2CH3), 2.13 (s, 3 H, CH3), 2.21 (s, 3 H, CH3), 2.23 (s,<br />

3 H, CH3), 2.54 (q, J=7.5 Hz, 2H, CH2CH3), 3.03 (t, J=8.3 Hz,<br />

2 H, CH2), 3.39 (t, J=8.3 Hz, 2 H, CH2), 3.77 (s, 3 H, OCH3), 6.93-7.29 (m, 5 H, ArH).<br />

13 C NMR (62 MHz, CDCl3): δ = 18.7 (CH3), 20.1 (CH3), 21.3 (CH3), 28.5 (CH2CH3),<br />

33.1 (CH2), 40.2 (CH2), 52.1 (OCH3), 111.3 (C), 127.9 (2CH), 128.9 (CH), 130.7 (C),<br />

131.1, 132.8 (CH),133.0, 134.0, 134.8, 135.5, 138.9, 169.3 (C). IR (ATR): ν ~ = 2947<br />

(w), 2926 (w), 2736 (w), 2249 (w). MS (EI, 70 eV): m/z (%): 408 (100), 406 (M + , 74),<br />

315 (37), 303 (10) 301 (10), 281 (24), 268 (13), 267 (63), 225 (12), 224 (10). HRMS<br />

(EI): calcd for C20H23O2BrS [M + ]: 405.98939, found 405.989037.<br />

S<br />

O<br />

Me Me<br />

Cl<br />

Et<br />

OMe<br />

OMe<br />

Methyl 4,6-dimethyl-5-(2-chloroethyl)-2-(4-ethylphenyl-<br />

sulfanyl)benzoate (8w): Starting with 7a (283 mg, 2.25<br />

mmol), 3g (441 mg, 1.5 mmol), TiCl4 (0.25 mL, 2.25 mmol)<br />

and CH2Cl2 (45 mL), 8w was isolated as highly viscous oil<br />

(239 mg, 44%). 1 H NMR (250 MHz, CDCl3): δ = 1.15 (t, J=7.5<br />

Hz, 3 H, CH2CH3), 2.13 (s, 3 H, CH3), 2.21 (s, 3 H, CH3), 2.24<br />

(s, 3 H, CH3), 2.54 (q, J=7.5 Hz, 2H, CH2CH3), 3.03 (t, J=8.3<br />

Hz, 2 H, CH2), 3.39 (t, J=8.3 Hz, 2 H, CH2), 3.77 (s, 3 H, OCH3), 6.93-7.29 (m, 5 H,<br />

ArH). 13 C NMR (62 MHz, CDCl3): δ = 18.7 (CH3), 20.1 (CH3), 21.3 (CH3), 28.5<br />

66

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