Реакция #1563942

Уравнение реакции

tert-butyl(cyclopropylmethyl)carbamate

NaH

Iodomethane

→

tert-butyl(cyclopropylmethyl)(methyl)carbamate

Растворители

DMF

DMF

Условия реакции

Обработка

1. 1
   ДругоеReaction mixture
2. 2
   Другоеwas quenched with cold water
3. 3
   Экстракцияextracted with ethyl acetate (3×50 mL)
4. 4
   Сушкаdried over anhydrous sodium sulphate
5. 5
   Концентрированиеconcentrated under reduced pressure
6. 6
   Другоеto afford the crude, which
7. 7
   Другоеwas purified by flash chromatography (Biotage, Column: silica gel 12 g pack size, solid load, Mobile Phase: EtOAc in n-Hexane: 0 to 5% as eluent)

Методика

A solution of tert-butyl(cyclopropylmethyl)carbamate (4 g, 23.4 mmol) in DMF (35 mL) was added to a suspension of NaH (60% suspension in mineral oil) (0.58 g, 25.7 mmol) in DMF (5 mL) at 0-5° C., to it was added Iodomethane (2.5 mL, 40 mmol) and stirring was continued at 25° C. for 16 h. Reaction mixture was quenched with cold water, extracted with ethyl acetate (3×50 mL), dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the crude, which was purified by flash chromatography (Biotage, Column: silica gel 12 g pack size, solid load, Mobile Phase: EtOAc in n-Hexane: 0 to 5% as eluent) to afford tert-butyl(cyclopropylmethyl)(methyl)carbamate (Int-37) as pale yellow oil. 1H NMR (300 MHz, DMSO-d6) δ ppm 3.0-2.9 (2H, d), 2.85 (3H, s), 1.4 (9H, s), 0.9-0.7 (1H, bs), 0.5-0.3 (2H, m), 0.2-0.05 (2H, m).

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