Sodium sulfate decahydrate → 2-Methyl-2-(2-methylquinolin-8-yl)propan-1-ol

HRID 338906ノート

反応式

HRID 338906 の反応式
[CH3:1][C:2]([C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:17]=1[N:16]=[C:15]([CH3:18])[CH:14]=[CH:13]2)([CH3:7])[C:3](OC)=[O:4].[H-].[H-].[H-].[H-].[Li+].[Al+3].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[CH3:7][C:2]([C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:17]=1[N:16]=[C:15]([CH3:18])[CH:14]=[CH:13]2)([CH3:1])[CH2:3][OH:4]

参加物

5

反応物 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 70984004Methyl 2-methyl-2-(2-methylquinolin-8-yl)propanoate

生成物 1

HCID 709839442-Methyl-2-(2-methylquinolin-8-yl)propan-1-ol収率 86.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of methyl 2-methyl-2-(2-methylquinolin-8-yl)propanoate (0.57 g, 2.3 mmol) in THF (10 mL) was added 1 N LAH (5.9 mL, 5.9 mmol) in THF at 0° C. and stirred at 0° C. for 6 hours. Sodium sulfate decahydrate (2.0 g) was added and the reaction mixture was stirred at ambient temperature for 30 minutes. The solid was removed by filtration and washed with ethyl acetate (30 mL). The filtrate was concentrated under reduced pressure and the residue was purified by flash chromatography on silica gel (1:1 hexane/ethyl acetate) to give 2-methyl-2-(2-methylquinolin-8-yl)propan-1-ol (0.43 g, 85%) as an oil.

後処理

  1. stirringthe reaction mixture was stirred at ambient temperature for 30 minutes
  2. customThe solid was removed by filtration
  3. washwashed with ethyl acetate (30 mL)
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe residue was purified by flash chromatography on silica gel (1:1 hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-e7f3f4e6e1a24344a3ee18d971539c0b
出典データセット
uspto-grants-2014_11
特許番号
US08889704B2

反応ノート

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