1H-Indole-5-carboxylic acid, phenylmethyl ester synthesis

6synthesis methods

Product Name:1H-Indole-5-carboxylic acid, phenylmethyl ester
CAS Number:136564-69-7
Molecular formula:C16H13NO2
Molecular Weight:251.2799

1670-81-1 Synthesis

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100-39-0
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1H-Indole-5-carboxylic acid, phenylmethyl ester

136564-69-7
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Yield:136564-69-7 100%

Reaction Conditions:

with sodium hydrogencarbonate in N,N-dimethyl-formamide at 20; for 48 h;

Steps:

15.1

To a solution of indole-5-carboxylic acid (2.63g, 16.34mmol) in N₁N- dimethylformamide (5OmL) was added sodium bicarbonate (8.24g, 98.04mmol) and benzyl bromide (11.66mL, 98.04mmol). The reaction was stirred for 48 hours at ambient temperature under nitrogen. The reaction was then partitioned between ethyl acetate and water. The organic layer was separated and the aqueous extracted with a further portion of ethyl acetate. The combined organic layers were dried (MgSO₄) and evaporated in vacuo. The resultant crude product was purified by flash chromatography on SiO₂, eluting with 20% ethyl acetate / hexane followed by 50% ethyl acetate / hexane to afford the title compound as an oil, 4.82g, quantitative.

References:

WO2009/93012,2009,A1 Location in patent:Page/Page column 21; 43

1670-81-1 Synthesis

1670-81-1
335 suppliers
$6.00/250mg

100-44-7 Synthesis