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

HRID 929994

反応式

HRID 929994 の反応式
[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]

参加物

4

反応物 2

HCID 2419551,2,2,6,6-Pentamethyl-4-piperidoneHCID 178418348HCID 178418348、化合物

生成物 1

HCID 4345681,2,2,4,6,6-Hexamethylpiperidin-4-ol収率 91.8%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-ea26526e8fa845b3913bf6b5c67a73ea
出典データセット
uspto-grants-2016_03
特許番号
US09296722B2

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