(5-chloro-1H-indol-2-yl)methanol synthesis
- Product Name:(5-chloro-1H-indol-2-yl)methanol
- CAS Number:53590-47-9
- Molecular formula:C9H8ClNO
- Molecular Weight:181.62
4792-67-0
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$10.00/5g
53590-47-9
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$65.00/100mg
Yield:53590-47-9 97%
Reaction Conditions:
with lithium aluminium tetrahydride in tetrahydrofuran;
Steps:
General Procedure for the Preparation of Indole Alcohols.
General procedure: In round-bottom flask94 containing the correspondent indole ester (1 eq.) in THF, LiAlH4 (4 eq.) was added in an95 ice bath under stirring. The ice bath was removed and the reaction was kept under96 magnetic stirring until the completion of the reaction was detected by TLC (1 hour). Then, in an ice bath, the reaction was quenched with distilled water diluted in THF, followed 97 by 4 eq. of 1 M NaOH solution and finally three times this volume of distilled water. The 98 suspension was stirred for 10 min, when the white precipitate was filtered off and washed 99 with THF. The filtrate was partially evaporated under reduced pressure and the remaining 100 solution was extracted with 2 x 20 mL AcOEt. The organic layer was collected, dried 101 with Na2SO4, filtered and the solvent evaporated under reduced pressure.
References:
Braga, Saulo Fehelberg Pinto;Martins, Luan Carvalho;da Silva, Elany Barbosa;Sales Júnior, Policarpo Ademar;Murta, Silvane Maria Fonseca;Romanha, Alvaro José;Soh, Wai Tuck;Brandstetter, Hans;Ferreira, Rafaela Salgado;de Oliveira, Renata Barbosa [Bioorganic and Medicinal Chemistry,2017,vol. 25,# 6,p. 1889 - 1900] Location in patent:supporting information
87802-11-7
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53590-47-9
45 suppliers
$65.00/100mg
10517-21-2
291 suppliers
$22.00/1g
53590-47-9
45 suppliers
$65.00/100mg