ChemicalBook CAS DataBase List 1H-INDOL-2-YLMETHANOL

1H-INDOL-2-YLMETHANOL synthesis

7synthesis methods

Product Name:1H-INDOL-2-YLMETHANOL
CAS Number:24621-70-3
Molecular formula:C9H9NO
Molecular Weight:147.17

3770-50-1
319 suppliers
$10.00/5g

24621-70-3
129 suppliers
$40.00/1 g

Yield:24621-70-3 100%

Reaction Conditions:

Stage #1:2-carbethoxyindole with lithium aluminium tetrahydride in tetrahydrofuran at 0;
Stage #2: with water;sodium hydroxide in tetrahydrofuran

Steps:

6
Compound 17: (1H-indol-2-yl)methanolTo ethyl 1H-indole-2-carboxylate 16 (6.5 g, 34.35 mmol) in THF at 0° C. was added lithium aluminum hydride solution (1M, in THF 1.43 g, 37.78 mmol) dropwise and the reaction mixture was stirred for 3.5 hours at 0° C. The reaction mixture was quenched with H₂O, 15% NaOH, and H₂O before it was filtered and rinsed with THF. Reaction mixture was dried (anhydrous Na₂SO₄) and evaporation of the solvent gave 5.37 g (100% yield) of the crude (1H-indol-2-yl)methanol 17 which was used directly in the next step.

References:

Neosome Life Sciences, LLC US2012/302578, 2012, A1 Location in patent:Page/Page column 23

FullText