Bromine → 3-Bromo-5-fluoro-4-hydroxybenzaldehyde

HRID 68607

반응식

HRID 68607 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=[O:6].[Br:11]Br>C(O)(=O)C>[Br:11][C:8]1[CH:7]=[C:4]([CH:3]=[C:2]([F:1])[C:9]=1[OH:10])[CH:5]=[O:6]

참가 물질

4

반응물 2

HCID 24408BromineHCID 5872503-Fluoro-4-hydroxybenzaldehyde

생성물 1

HCID 187017503-Bromo-5-fluoro-4-hydroxybenzaldehyde수율 48%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

반응 조건

온도
45 °C

실험 절차

To a solution of 3-fluoro-4-hydroxybenzaldehyde (2 g, 14.3 mmol, 1 eq, Oakwood Products, Inc., West Columbia, S.C., USA) in acetic acid (60 mL), was added a solution of bromine (2.7 g, 17.0 mmol, 1.2 eq) in acetic acid (10 mL), and the mixture was stirred at 45° C. for 26 h. After concentration in vacuo, brine (50 mL) was added to the residue and the mixture was extracted with EtOAc (3×80 mL). The combined organic layers were dried (Na2SO4), concentrated in vacuo, and purified by reversed phase semi-preparative .HPLC to afford 1.5 g (48%) of 3-bromo-5-fluoro-4-hydroxybenzaldehyde (26).

후처리

  1. concentrationAfter concentration in vacuo, brine (50 mL)
  2. additionwas added to the residue
  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. custompurified by reversed phase semi-preparative .HPLC

출처 및 근거

ORD 기록
ord-2e1447b6899046a8ae0ab1be7967fba8
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822467B2

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