6-FLUORO-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE-3-CARBOXYLIC ACID synthesis
- Product Name:6-FLUORO-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE-3-CARBOXYLIC ACID
- CAS Number:907211-31-8
- Molecular formula:C13H12FNO2
- Molecular Weight:233.24
322725-63-3
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Yield:907211-31-8 99%
Reaction Conditions:
Stage #1: 6-fluoro-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid ethyl esterwith potassium hydroxide in ethanol at 40 - 45; for 3 h;
Stage #2: with hydrogenchloride in ethanol;water;Product distribution / selectivity;
Steps:
4.2; 11
[0107] θ-Fluoro^^^^-tetrahydro-lH-carbazole-S-carboxylic acid ethyl ester (80 g, 0.3 mol) was dissolved in IL of ethanol solution of KOH (28 g, 0.5 mol). The resulting mixture was stirred under nitrogen at 40-45°C until completion of hydrolysis (TLC, HPLC) in 3 hrs. To the cooled solution were added 0.5 L of IN aqueous HCl and 0.5 L of water; the resulting mixture was concentrated under reduced pressure. The target compound crystallized out of the aqueous solution when ethanol boiled out; 71.2 g (99%) of the title compound were obtained after drying.
References:
WO2006/89053,2006,A2 Location in patent:Page/Page column 36; 28
17159-79-4
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823-85-8
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907211-31-8
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