반응 #663159

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Tert-butyl-3-(3-chloro-4-fluorophenyl)-3-hydroxypyrrolidin-1-carboxylate

sodium hydride

iodomethane

→

title compound

수율 56.0%

Tert-butyl 3-(3-chloro-4-fluorophenyl)-3-methoxypyrrolidin-1-carboxylate

수율 56.0%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타Preparation
2. 2
   기타according to Preparation 2
3. 3
   기타Purification by flash column chromatography on silica gel (ethyl acetate/isooctane, 1:9 to 1:1)

실험 절차

Preparation according to Preparation 2. Tert-butyl-3-(3-chloro-4-fluorophenyl)-3-hydroxypyrrolidin-1-carboxylate (3.1 g, 9.84 mmol) in dry tetrahydrofuran (50 mL), sodium hydride (60% dispersion in mineral oil, 0.59 g, 14.76 mmol), iodomethane (1.22 mL, 19.68 mmol). Purification by flash column chromatography on silica gel (ethyl acetate/isooctane, 1:9 to 1:1) gave the title compound (1.81 g, 56%). MS m/z (rel. intensity, 70 eV) 273 (19), 228 (13), 187 (17), 133 (12), 57 (bp).

출처