Tryptophol synthesis

12synthesis methods

Product Name:Tryptophol
CAS Number:526-55-6
Molecular formula:C10H11NO
Molecular Weight:161.2

87-51-4 Synthesis

87-51-4
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$11.19/5G

526-55-6
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$5.00/50mg

Yield:526-55-6 100%

Reaction Conditions:

with lithium aluminium tetrahydride in tetrahydrofuran for 3 h;Reflux;

Steps:

Intermediate 302-(1 H-inclol-3-yl) ethanol
To a solution of 3-indoleacetic acid (ig, 5.7mmol) in THE (30m1) was added a IM solution of lithium aluminium hydride in THE (11.4m1, 11.4mmol) and the mixture refluxed for 3 hours. The mixture was cooled, 0.43m1 of water carefully added, followedby 0.43ml of 15% NaOH(ag) and finally 1 ,5ml of water. The solids were filtered from the mixture, washed with EtOAc and the filtrate concentrated to give 2-(1 H-indol-3- yl)ethanol (919mg, 100%); 1H NMR (400 MHz, CHLOROFORM-d) 6 ppm 3.06 (t, J=6.40 Hz, 2 H), 3.93 (t, J=6.40 Hz, 2 H), 7.10 (d, J-2.29 Hz, 1 H), 7.12 -7.18 (m, 1 H), 7.20-7.26 (m, I H), 7.36-7.41 (m, 1 H), 7.64 (dd, J=8.01, 1.14 Hz, I H), 8.10 (br. 5., 1H).

References:

MEDICAL RESEARCH COUNCIL TECHNOLOGY;WINTER-HOLT, Jon James;MCIVER, Edward Giles;AMBLER, Martin;LEWIS, Stephen;OSBORNE, Joanne;WEBB-SMITH, Kayleigh WO2017/85484, 2017, A1 Location in patent:Page/Page column 67; 68

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