Bromine → 3-Bromo-2-hydroxy-5-methoxybenzaldehyde

HRID 535681

反応式

HRID 535681 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]=[O:5].C([O-])(=O)C.[Na+].[Br:17]Br.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(O)(=O)C>[Br:17][C:9]1[C:2]([OH:1])=[C:3]([CH:6]=[C:7]([O:10][CH3:11])[CH:8]=1)[CH:4]=[O:5]

参加物

6

反応物 4

HCID 24408BromineHCID 24477Sodium ThiosulfateHCID 956952-Hydroxy-5-methoxybenzaldehydeHCID 517045Sodium Acetate

生成物 1

HCID 7358183-Bromo-2-hydroxy-5-methoxybenzaldehyde収率 60%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To 2-hydroxy-5-methoxybenzaldehyde (4.1 mL, 32.86 mmol) in acetic acid (150 mL) were added sodium acetate (4.0 g, 49.3 mmol) and bromine (2.2 mL, 42.7 mmol) and the mixture was stirred at rt for 2 h. Aqueous sodium thiosulfate was added and the mixture was concentrated by rotary evaporation. The solid was dissolved in dichloromethane and washed with water. The organic phase was separated, dried over MgSO4, filtered and the solvent removed by rotary evaporation. The solid residue was recrystallized from ethanol to yield 3-bromo-2-hydroxy-5-methoxybenzaldehyde (4.55 g, 60%).

後処理

  1. concentrationthe mixture was concentrated by rotary evaporation
  2. dissolutionThe solid was dissolved in dichloromethane
  3. washwashed with water
  4. customThe organic phase was separated
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customthe solvent removed by rotary evaporation
  8. customThe solid residue was recrystallized from ethanol

出典と根拠

ORDレコード
ord-8c00af4ab9564cd780c098b2589daae7
出典データセット
uspto-grants-2014_10
特許番号
US08859534B2

関連ノート

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