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

HRID 480449

반응식

HRID 480449 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 7354576-Bromo-2-hydroxy-1-naphthaldehyde수율 32.9%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a87524f6e97d4e8f8078701930375b8b
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06649643B1

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