Benzyl Bromide → HCID 85975948、化合物

HRID 1622108ノート

反応式

HRID 1622108 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([CH:13]=[O:14])[C:11]=1[OH:12])[C:5]([O:7][CH3:8])=[O:6].[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(=O)(O)[O-].[K+]>CC(C)=O>[CH2:15]([O:12][C:11]1[C:10]([CH:13]=[O:14])=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[CH:3][C:2]=1[Br:1])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 516893Potassium BicarbonateHCID 71711084Methyl 3-bromo-5-formyl-4-hydroxybenzoate

生成物 1

HCID 85975948HCID 85975948、化合物収率 64.5%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Methyl 3-bromo-5-formyl-4-hydroxybenzoate (11.5 g, 44.39 mmol) was dissolved in acetone (100 mL) and then benzylbromide (8.35 g, 48.83 mmol) and potassium bicarbonate (6.74 g, 48.83 mmol) were added. The mixture was stirred overnight and the organic layer was washed with water. The organic layer was separated, dried over MgSO4 and concentrated. Product was purified from the residue by flash silica gel chromatography to give methyl 4-benzyloxy-3-bromo-5-formyl-benzoate (10.0 g).

後処理

  1. washthe organic layer was washed with water
  2. customThe organic layer was separated
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customProduct was purified from the residue by flash silica gel chromatography

出典と根拠

ORDレコード
ord-bb69740b9d234c069cd5a81612d9ed14
出典データセット
uspto-grants-2014_07
特許番号
US08778625B2

反応ノート

読み込み中…