5-Chloroindole-3-carboxylic acid synthesis
- Product Name:5-Chloroindole-3-carboxylic acid
- CAS Number:10406-05-0
- Molecular formula:C9H6ClNO2
- Molecular Weight:195.6
17422-32-1
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407-25-0
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10406-05-0
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Yield: 93%
Reaction Conditions:
Stage #1:5-chloro-1H-indole;trifluoroacetic anhydride in N,N-dimethyl-formamide at 0 - 20; for 3 h;
Stage #2: with sodium hydroxide in waterHeating / reflux;
Steps:
59.A
A solution of 5.0 g (33.0 mmol) of commercially available 5-chloro-1H-indole in 50 ml dry DMF was kept at 0° C., while 7.35 g (35.0 mmol) trifluoroacetanhydride was added dropwise. After 3 h stirring at room temperature the mixture was poured into 200 ml water, and the precipitate was filtered with suction and heated with reflux overnight in 200 ml 20% NaOH. It was extracted twice with dichloromethane, and the aqueous layer was acidified with hydrochloric acid. The crystalline title compound was collected by filtration and dried in vacuo. yield: 6.0 g (93%)
References:
Takeuchi, Kumiko;Jirousek, Michael Robert;Paal, Michael;Ruhter, Gerd;Schotten, Theo US2004/9976, 2004, A1 Location in patent:Page/Page column 52
1419517-55-7
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10406-05-0
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10406-06-1
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10406-05-0
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17422-32-1
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$6.00/1g
10406-05-0
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$45.00/100mg
827-01-0
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10406-05-0
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