Реакция #1772040

Уравнение реакции

methyl 2-(methoxycarbonylamino)-2-(oxetan-3-yl)acetate

lithium hydroxide monohydrate

sulfuric acid

LiOH

→

lithium 2-(methoxycarbonylamino)-2-(oxetan-3-yl)acetate

Выход 114.6%

Растворители

EA

THF

water

water

Условия реакции

Обработка

1. 1
   workup.STIRRINGto stir overnight at which time TLC
2. 2
   КонцентрированиеConcentrated in vacuo

Методика

To methyl 2-(methoxycarbonylamino)-2-(oxetan-3-yl)acetate (50 mg, 0.246 mmol) in THF (2 mL) and water (0.5 mL) was added lithium hydroxide monohydrate (10.33 mg, 0.246 mmol). The resultant solution was allowed to stir overnite at ambient temperature. TLC (1:1 EA/Hex; Hanessian stain [1 g Ce(NH4)2SO4, 6 g ammonium molybdate, 6 ml sulfuric acid, and 100 ml water]) indicated ˜10% starting material remaining. Added an additional 3 mg LiOH and allowed to stir overnight at which time TLC showed no starting material remaining. Concentrated in vacuo and placed on high vac overnite providing 55 mg lithium 2-(methoxycarbonylamino)-2-(oxetan-3-yl)acetate as a colorless solid. 1H NMR (500 MHz, MeOD) δ ppm 3.39-3.47 (m, 1H) 3.67 (s, 3H) 4.28 (d, J=7.93 Hz, 1H) 4.64 (t, J=6.26 Hz, 1H) 4.68 (t, J=7.02 Hz, 1H) 4.73 (d, J=7.63 Hz, 2H).

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