Реакция #417944

ord-b05be37b5f344eb6a173e41bdea2612d

Уравнение реакции

CC(C)(C)OC(=O)OC(=O)OC(C)(C)C
BOC2O
C[C@H](N)c1ccc(Br)cc1
(S)-1-(4-bromophenyl)ethylamine
O=C([O-])[O-].[Na+].[Na+]
Na2CO3
C[C@H](NC(=O)OC(C)(C)C)c1ccc(Br)cc1
(S)-tert-Butyl 1-(4-bromophenyl)ethylcarbamate

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.ADDITIONThen the mixture is poured onto water
  2. 2
    workup.STIRRINGstirred for additional 20 min
  3. 3
    ДругоеThe layers are separated
  4. 4
    Промывкаlayer is washed with water (2×)
  5. 5
    Сушкаdried over Na2SO4
  6. 6
    Фильтрацияfiltered
  7. 7
    Другоеthe solvent is removed in vacuo

Методика

To 150 g (735 mmol) (S)-1-(4-bromophenyl)ethylamine in 2 L DCM are added 459 mL (918 mmol) of an aq. Na2CO3 solution (c=2 mol/L). To this mixture a solution of 164 g (749 mmol) BOC2O in 350 mL THF is added dropwise at r.t. and stirring is continued for 1 h. Then the mixture is poured onto water and stirred for additional 20 min. The layers are separated, the org. layer is washed with water (2×), dried over Na2SO4, filtered and the solvent is removed in vacuo.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08877741B2uspto-grants-2014_11