Diethyl Ether → 2-Ethyl-4-(hydroxymethyl)phenol

HRID 1269663ノート

反応式

HRID 1269663 の反応式
[CH2:1]([C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[OH:11])[CH:6]=[O:7])[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3].CCOCC>C1COCC1>[CH2:1]([C:3]1[CH:4]=[C:5]([CH2:6][OH:7])[CH:8]=[CH:9][C:10]=1[OH:11])[CH3:2]

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 21226445Aluminium lithium hydrideHCID 220387133-Ethyl-4-hydroxybenzaldehyde

生成物 1

HCID 220112042-Ethyl-4-(hydroxymethyl)phenol収率 92.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution of 3-ethyl-4-hydroxybenzaldehyde (4.7 g, 26 mmol) in anhydrous THF (150 mL) at 0° C. under N2 was added dropwise 1 M LiAlH4 in Et2O (52 mL, 52.2 mmol). The resulting mixture was stirred at 0° C. for 2 h and then quenched by cautious addition of water and stirred for 15 minutes. The reaction mixture was then absorbed onto silica and loaded onto a silica pad which was washed with EtOAc. The EtOAc washings were collected and concentrated in vacuo to afford the title compound as a colourless oil (3.67 g).

後処理

  1. customquenched by cautious addition of water
  2. stirringstirred for 15 minutes
  3. customThe reaction mixture was then absorbed onto silica
  4. washwas washed with EtOAc
  5. customThe EtOAc washings were collected
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-8c2e015437b54ae2bf465a8aefff7d9c
出典データセット
uspto-grants-2007_04
特許番号
US07199239B2

反応ノート

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