1,2,2,6,6-Pentamethyl-4-piperidone → 1,2,2,4,6,6-Hexamethylpiperidin-4-ol

HRID 929994

반응식

HRID 929994 반응식
[CH3:1][N:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][C:5](=[O:10])[CH2:4][C:3]1([CH3:12])[CH3:11].[Li][CH3:14]>C(OCC)C>[CH3:1][N:2]1[C:7]([CH3:8])([CH3:9])[CH2:6][C:5]([CH3:14])([OH:10])[CH2:4][C:3]1([CH3:12])[CH3:11]

참가 물질

4

반응물 2

HCID 2419551,2,2,6,6-Pentamethyl-4-piperidoneHCID 178418348HCID 178418348, 화합물

생성물 1

HCID 4345681,2,2,4,6,6-Hexamethylpiperidin-4-ol수율 91.8%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a stirred solution of 1,2,2,6,6-pentamethylpiperidin-4-one (1.5 g, 8.88 mmol) in diethyl ether (25 mL) at rt was added MeLi (1.6 M, 5.5 mL, 8.88 mmol) slowly. The resulting mixture was stirred at rt for 30 min before it was quenched with sat. NH4Cl (15 mL). The mixture was then partitioned between EtOAc (35 mL) and sat. NaHCO3 (25 mL). The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure to give crude 1,2,2,4,6,6-hexamethylpiperidin-4-ol (1.51 g) as an oil. LC-MS (ESI) m/z 186 (M+H)+.

후처리

  1. customwas quenched with sat. NH4Cl (15 mL)
  2. customThe mixture was then partitioned between EtOAc (35 mL) and sat. NaHCO3 (25 mL)
  3. dry with materialThe organic layer was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-ea26526e8fa845b3913bf6b5c67a73ea
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09296722B2

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