Ethyl 4-decenoate, (4E)- → Dec-4-en-1-ol

HRID 530169ノート

反応式

HRID 530169 の反応式
[C:1](OCC)(=[O:11])[CH2:2][CH2:3]/[CH:4]=[CH:5]/[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[CH2:1]([OH:11])[CH2:2][CH2:3]/[CH:4]=[CH:5]/[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

参加物

4

反応物 2

HCID 5362583Ethyl 4-decenoate, (4E)-HCID 21226445Aluminium lithium hydride

生成物 1

HCID 5702619Dec-4-en-1-ol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
0 °C

実験手順

To a cooled solution (0° C.) of (E)-ethyl dec-4-enoate (20 g, 101 mmol) in anhydrous diethyl ether (350 mL) was added lithium aluminum hydride (8.9 g, 212 mmol) under nitrogen. The solution was stirred for 1 hour at room then cooled to 0° C. and quenched slowly with 5M NaOH (30 mL) and diluted with ethyl ether (100 mL). The solution was stirred for 30 min and dried on magnesium sulfate, filtered and concentrated vacuo to dryness to afford (E)-dec-4-en-1-ol 84 as oil (16.1 g, quantitative).

後処理

  1. customquenched slowly with 5M NaOH (30 mL)
  2. additiondiluted with ethyl ether (100 mL)
  3. stirringThe solution was stirred for 30 min
  4. customdried on magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated vacuo to dryness

出典と根拠

ORDレコード
ord-54244bdd06fa41629dc906aee4e01597
出典データセット
uspto-grants-2016_05
特許番号
US09352042B2

反応ノート

読み込み中…