Water → tert-Butyl 3-methoxy-4-oxopiperidine-1-carboxylate

HRID 2168195ノート

反応式

HRID 2168195 の反応式
[CH3:1][O:2][CH:3]1[C:8](OC)([O:9]C)[CH2:7][CH2:6][N:5]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:4]1.O.[OH-].[Na+].CC(OC(OC(OC(C)(C)C)=O)=O)(C)C>Cl.O1CCOCC1>[CH3:1][O:2][CH:3]1[C:8](=[O:9])[CH2:7][CH2:6][N:5]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:4]1

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 90495Di-tert-butyl dicarbonateHCID 592630891-Boc-3,4,4-trimethoxypiperidine

生成物 1

HCID 57363786tert-Butyl 3-methoxy-4-oxopiperidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 204431481,4-Dioxane hydrochloride溶媒

実験手順

To a solution of 1,1-dimethylethyl 3,4,4-tris(methyloxy)-1-piperidinecarboxylate D17 (4.85 g) in HCl/1,4-Dioxane (50 mL) was heated at 50° C. and stirred overnight. Water (50 ml) was added to the reaction mixture and the pH adjusted to 10.0 using sodium hydroxide. After that BOC anhydride (4.22 g, 19.4 mmol) was added to the reaction mixture and stirred for 4 hours. The resulting mixture was extracted with EtOAc (3×100 ml). The organic layer was dried over anhydrous MgSO4, concentrated in vacuo to afford the desired product D18 in 3.1 g. LCMS [M-55][email protected] min (5 min run)

後処理

  1. stirringstirred for 4 hours
  2. extractionThe resulting mixture was extracted with EtOAc (3×100 ml)
  3. dry with materialThe organic layer was dried over anhydrous MgSO4
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-545840e34cca4f5fb63f3a87db2506a7
出典データセット
uspto-grants-2015_06
特許番号
US09045485B2

反応ノート

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