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

HRID 2168195노트

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HRID 2168195 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 204431481,4-Dioxane hydrochloride용매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-545840e34cca4f5fb63f3a87db2506a7
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09045485B2

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