Methyl 5-bromovalerate → Methyl 5-methoxypentanoate

HRID 396696ノート

反応式

HRID 396696 の反応式
Br[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH3:9])=[O:7].[CH3:10][O-:11].[Na+]>CO>[CH3:10][O:11][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH3:9])=[O:7]

参加物

4

反応物 2

HCID 79557Methyl 5-bromovalerateHCID 10942334Sodium Methoxide

生成物 1

HCID 542362Methyl 5-methoxypentanoate収率 97.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of methyl 5-bromovalerate (10.0 g, 51.3 mmol), NaOMe (12.3 ml of 25% solution, 53.8 mmol) in 100 ml of MeOH was refluxed for 5 hrs. The MeOH was removed in vacuo and residue was partitioned between CHCl3 (200 ml) and water (50 ml). The organic layer was separated and washed with water (100 ml). After drying (Na2SO4) and evaporation of solvent, methyl 5-methoxyvalerate (7.33 g, 97.8%) was obtained as a colorless oil.

後処理

  1. customThe MeOH was removed in vacuo and residue
  2. customwas partitioned between CHCl3 (200 ml) and water (50 ml)
  3. customThe organic layer was separated
  4. washwashed with water (100 ml)
  5. customAfter drying
  6. custom(Na2SO4) and evaporation of solvent

出典と根拠

ORDレコード
ord-8e84b30941c74fc3ace4e024b18dadc9
出典データセット
uspto-grants-2003_08
特許番号
US06608086B2

反応ノート

読み込み中…