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51849-37-7

Methyl 3,4-Dihydronaphthalene-2-Carboxylate synthesis

5synthesis methods
-

Yield:51849-37-7 93%

Reaction Conditions:

toluene-4-sulfonic acid in toluene; for 3 h;Heating / reflux;

Steps:

14.B

Step 14B: To a solution of alcohol 14a (2.63 g, 12.8 mmol) in toluene (30 mL) was added p-toluenesulfonic acid monohydrate (0.14 g, 0.71 mmol). The mixture was stirred under reflux conditions for 3 h then cooled to ambient temperature and diluted with dichloromethane (100 mL). The mixture was washed with de-ionized water (15 mL) and the organics were dried over magnesium sulfate, filtered and concentrated in vacuo to afford unsaturated ester 14b (2.25 g, 93%) as a colorless oil. 1H NMR (300 MHz, CDCl3) δ 7.53 (s, 1H), 7.10-7.28 (m, 4H), 3.82 (s, 3H), 2.87 (m, 2H), 2.61 (m, 2H). APCI MS m/e: 189.0 ([M+H]+).

References:

US2006/276454,2006,A1 Location in patent:Page/Page column 32-33