Bromine → 5-Bromo-2-fluoro-4-hydroxybenzaldehyde

HRID 68606

반응식

HRID 68606 반응식
[F:1][C:2]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[Br:11]Br>C(O)(=O)C>[Br:11][C:7]1[C:8]([OH:10])=[CH:9][C:2]([F:1])=[C:3]([CH:6]=1)[CH:4]=[O:5]

참가 물질

4

반응물 2

HCID 24408BromineHCID 5872462-Fluoro-4-hydroxybenzaldehyde

생성물 1

HCID 593425785-Bromo-2-fluoro-4-hydroxybenzaldehyde수율 35%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

반응 조건

온도
45 °C

실험 절차

To a solution of 2-fluoro-4-hydroxybenzaldehyde (2.2 g, 15.7 mmol, 1 eq) in acetic acid (70 mL) was added a solution of bromine (2.71 g, 17.0 mmol, 1.1 eq) in acetic acid (10 mL), and the mixture was stirred at 45° C. for 26 h. The reaction was concentrated in vacuo, brine (50 mL) was added, and the mixture was extracted with EtOAc (3×80 mL). The combined organic layers were dried (Na2SO4), concentrated in vacuo. The resultant residue was purified by silica gel chromatography (DCM:MeOH=15:1 to 5:1) to afford 1.2 g (35%) of 5-bromo-2-fluoro-4-hydroxybenzaldehyde (25).

후처리

  1. concentrationThe reaction was concentrated in vacuo, brine (50 mL)
  2. additionwas added
  3. extractionthe mixture was extracted with EtOAc (3×80 mL)
  4. dry with materialThe combined organic layers were dried (Na2SO4)
  5. concentrationconcentrated in vacuo
  6. customThe resultant residue was purified by silica gel chromatography (DCM:MeOH=15:1 to 5:1)

출처 및 근거

ORD 기록
ord-86b166b84f3a4470880b3752f6023d13
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822467B2

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