Sodium hydride → Ethyl 5-methyl-2-heptenoate

HRID 1167895

反応式

HRID 1167895 の反応式
[H-].[Na+].C[CH:4]([CH2:8][CH3:9])[CH2:5][CH:6]=[O:7]>CCCCCC.C(COC)OC.COCC>[CH3:4][CH:9]([CH2:5][CH3:6])[CH2:8][CH:4]=[CH:5][C:6]([O:7][CH2:9][CH3:8])=[O:7]

参加物

6

反応物 2

HCID 24758Sodium hydrideHCID 275233-Methylvaleraldehyde

生成物 1

HCID 53937332Ethyl 5-methyl-2-heptenoate収率 122%

試薬・触媒・溶媒 3

HCID 8058Hexane溶媒HCID 80711,2-Dimethoxyethane溶媒HCID 10903Methoxyethane溶媒

反応条件

温度
0 °C

実験手順

Sodium hydride (60% dispersion, 2.4 g, 65 mmol) was washed with hexane and suspended in dimethoxyethane 60 mL. While cooling in ice water bath triethyl phosphonoacetate was slowly added, calcd. 5 minutes. The reaction was stirred for 15 minutes at 0° C. and a solution of 3-methyl-1-pentanal 11 (6.5 g, 65 mmol) in methoxyethane 20 mL was added. After refluxing overnight, it was concentrated, water and hexane were added, the organic phase was separated, and the aqueous portion discarded. The solution was washed twice with brine and dried on magnesium sulfate. The solvent was evaporated to give 12 (6.75 g, 61%).

後処理

  1. additionwas slowly added
  2. custom5 minutes
  3. temperatureAfter refluxing overnight
  4. concentrationit was concentrated
  5. additionwater and hexane were added
  6. customthe organic phase was separated
  7. washThe solution was washed twice with brine
  8. customdried on magnesium sulfate
  9. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-fa44334c62744af09529b17dad9131fd
出典データセット
uspto-grants-2003_09
特許番号
US06620829B2

関連ノート

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