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Sodium borohydride → 1-Tert-butyl 3-methyl 4-hydroxypiperidine-1,3-dicarboxylate

HRID 412247
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HRID 412247 반응식
[O:1]=[C:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH:3]1[C:15]([O:17][CH3:18])=[O:16].[BH4-].[Na+]>CO>[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:9])[CH2:4][CH:3]1[C:15]([O:17][CH3:18])=[O:16]
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 112768931-tert-Butyl 3-methyl 4-oxopiperidine-1,3-dicarboxylate

생성물 1

HCID 185348061-Tert-butyl 3-methyl 4-hydroxypiperidine-1,3-dicarboxylate수율 90%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a cold (0° C.) solution of 1-tert-butyl 3-methyl 4-oxo-1,3-piperidinedicarboxylate (134.0 g, 520.8 mmol) in methanol (800 mL) was added NaBH4 (9.85 g, 260.4 mmol) portionwise. The resulting mixture was stirred overnight to be allowed to warm to room temperature. The solvent was removed under reduced pressure, the residue was dissolved into ethyl acetate, washed with brine, dried over MgSO4, filterd, and concentrated under reduced pressure to give 1-tert-butyl 3-methyl 4-hydroxy-1,3-piperidinedicarboxylate, which was used for the next reaction without further purification. (120.8 g, yield 90%)

후처리

  1. customThe solvent was removed under reduced pressure
  2. dissolutionthe residue was dissolved into ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over MgSO4, filterd
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-afe1f4cc8885463988cfec851b8ebf4e
출처 데이터셋
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06562811B1

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