5-METHOXY-ALPHA-OXO-1H-INDOLE-3-ACETYL CHLORIDE synthesis
- Product Name:5-METHOXY-ALPHA-OXO-1H-INDOLE-3-ACETYL CHLORIDE
- CAS Number:2426-19-9
- Molecular formula:C11H8ClNO3
- Molecular Weight:237.64
Yield:2426-19-9 97%
Reaction Conditions:
in tert-butyl methyl ether at -10 - 20; for 1.5 h;
Steps:
19 Synthesis of Intermediate 19a
5-methoxy indole (10 g, 68 mmol) was added to a 250 mL three-necked flask, and methyl t-butyl ether (75 mL) was added and dissolved. The temperature was reduced to -10° C., and oxalyl chloride (9.5 g, 74 mmol) was slowly added dropwise therein while the temperature was controlled at below -5° C. After the dropwise addition was done, the mixture was stirred at low temperature for 1 h, and further stirred at room temperature for 30 min after ice bath was removed. 100 mL petroleum ether was added therein, and the mixture was stirred for 30 min, and filtered. The filter cake was washed with a mixture of petroleum ether and methyl t-butyl ether, and dried to yield intermediate 19a (yield: 15.5 g, 97%). LCMS(ESI) m/z: 234 [M+1]+ (the product was diluted with methanol, so that acid chloride was converted to methyl ester).
References:
US2019/307731,2019,A1 Location in patent:Paragraph 0076-0077
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