Sodium Carbonate → tert-Butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate

HRID 1477954노트

반응식

HRID 1477954 반응식
[CH2:1]1[C:5]2([CH2:10][CH2:9][C:8](=[O:11])[CH2:7][CH2:6]2)[CH2:4][CH2:3][NH:2]1.[C:12]([O-:15])([O-])=[O:13].[Na+].[Na+]>C1COCC1.O>[O:11]=[C:8]1[CH2:9][CH2:10][C:5]2([CH2:1][N:2]([C:12]([O:15][C:5]([CH3:6])([CH3:1])[CH3:4])=[O:13])[CH2:3][CH2:4]2)[CH2:6][CH2:7]1

참가 물질

5

반응물 2

HCID 10340Sodium CarbonateHCID 686527332-Azaspiro[4.5]decan-8-one

생성물 1

HCID 71711106tert-Butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate수율 108.9%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-azaspiro[4.5]decan-8-one (10 g, 65.26 mmol) in a mixture of THF and H2O (3/1 (v/v), 200 mL) were added (Boc)20 (28.48 g, 130.53 mmol) and Na2CO3 (13.83 g, 130.53 mmol). The reaction mixture was stirred at rt for 2 h, then quenched with H2O (200 mL) and extracted with EtOAc (300 mL×3). The combined organic phases were washed with brine (500 mL), dried over Na2SO4, concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/10) to give the product as colorless oil (9 g, 54.5%).

후처리

  1. customquenched with H2O (200 mL)
  2. extractionextracted with EtOAc (300 mL×3)
  3. washThe combined organic phases were washed with brine (500 mL)
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/10)

출처 및 근거

ORD 기록
ord-ce7d1ec3654b4915befb8e96caf6974e
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09403801B2

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