2-Hydroxy-1-naphthaldehyde → 6-Bromo-2-hydroxy-1-naphthaldehyde

HRID 480449

反応式

HRID 480449 の反応式
[OH:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[CH:12]=[O:13].[Br:14]Br.[O-]S([O-])(=S)=O.[Na+].[Na+]>CC(O)=O>[Br:14][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[C:3]([CH:12]=[O:13])=[C:2]([OH:1])[CH:11]=[CH:10]2

参加物

5

反応物 3

HCID 128192-Hydroxy-1-naphthaldehydeHCID 24408BromineHCID 24477Sodium Thiosulfate

生成物 1

HCID 7354576-Bromo-2-hydroxy-1-naphthaldehyde収率 32.9%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

To a solution of 2-hydroxy-1-naphthaldehyde (60.0 g) in AcOH (300 mL) was added dropwise a solution of bromine (66.8 g) in AcOH (30 mL) over 30 min. After being stirred for 1 h, the mixture was poured into aqueous Na2S2O3 solution, and the resulting mixture was extracted with AcOEt. The combined organic layers were washed with water, 1N-NaOH, and brine followed by drying over MgSO4. After removal of the solvent in vacuo, the residue was washed with EtOH to give a yellow powder. The powder was crystallized from iPrOH to afford the title compound (28.8 g) as pale yellow needles.

後処理

  1. extractionthe resulting mixture was extracted with AcOEt
  2. washThe combined organic layers were washed with water, 1N-NaOH, and brine
  3. dry with materialby drying over MgSO4
  4. customAfter removal of the solvent in vacuo
  5. washthe residue was washed with EtOH
  6. customto give a yellow powder
  7. customThe powder was crystallized from iPrOH

出典と根拠

ORDレコード
ord-a87524f6e97d4e8f8078701930375b8b
出典データセット
uspto-grants-2003_11
特許番号
US06649643B1

関連ノート

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