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ChemicalBook CAS DataBase List 3H-BENZO[E]INDOLE-2-CARBOXYLIC ACID METHYL ESTER
55970-06-4

3H-BENZO[E]INDOLE-2-CARBOXYLIC ACID METHYL ESTER synthesis

3synthesis methods
-

Yield:55970-06-4 58%

Reaction Conditions:

with thionyl chloride for 24 h;Heating / reflux;

Steps:

1.B

Step B - Synthesis of Compound 2 C; Compound 2B (1.0 g, 4.74 mmol) was dissolved into methanol (10 mL) and to the resulting solution was added thionylchloride (0.3 mL, 4.08 mmol) dropwise. The reaction mixture was stirred at reflux for 24 hours, then cooled to room temperature, anc concentrated in vacuo. Dichloromethane (100 mL) and water (20 mL) were added, and the organic layer was washed with brine (20 mL), dried over magnesium sulfate, filtered and concentrated in vacuo to provide compound 2C (0.70 g, 58%). 1H NMR (500 MHz, CDCl3): δ 9.25 (s, IH), 8.25 - 8.22 (m, IH), 7.91 & 7.89 (dd, J= 0.6 Hz, 7.9 Hz, IH), 7.76 & 7.75 (dd, J= 0.95 Hz , 2.2 Hz, IH), 7.71 (d, J= 8.8 Hz, IH), 7.62 - 7.58 (m, IH), 7.52 & 7.50 (dd, J= 0.95 Hz, 8.8 Hz, IH), 7.49 - 7.45 (m, IH), 3.98 (s, 3H).

References:

WO2008/82488,2008,A1 Location in patent:Page/Page column 129-130