Sodium Methoxide → tert-Butyl-1-[2-hydroxy-3-(4-octylphenoxy)propyl]indole-3-carboxylate

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Reaction Steps

0.293 g (0.562 mmol) tert-butyl-1-[2-acetoxy-3-(4-octylphenoxy)propyl]indole-3-carboxylate is dissolved in 20 ml absolute methanol, mixed with 2.24 ml (1.12 mmol) of a 0.5M sodium methanolate solution and stirred at room temperature for 15 min. Following concentration to half the volume on the rotary evaporator, the batch is diluted with diethyl ether. Washing of the organic phase with semi-saturated and with saturated NaCl solution, drying on sodium sulfate, filtration and reconcentration on the rotary evaporator yield the product as a yellowish oil.

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