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

HRID 1477954ノート

反応式

HRID 1477954 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-ce7d1ec3654b4915befb8e96caf6974e
出典データセット
uspto-grants-2016_08
特許番号
US09403801B2

反応ノート

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