Dibromoisocyanuric acid → 6-Bromo-2,4'-difluoro-3-hydroxybiphenyl 4 carbaldehyde

HRID 531098노트

반응식

HRID 531098 반응식
[Br:1]N1C(=O)NC(=O)N(Br)C1=O.[F:12][C:13]1[C:18]([OH:19])=[C:17]([CH:20]=[O:21])[CH:16]=[CH:15][C:14]=1[C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1>CN(C=O)C>[Br:1][C:15]1[C:14]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)=[C:13]([F:12])[C:18]([OH:19])=[C:17]([CH:20]=[O:21])[CH:16]=1

참가 물질

4

반응물 2

HCID 192912Dibromoisocyanuric acidHCID 904239512,4'-Difluoro-3-hydroxy-[1,1'-biphenyl]-4-carbaldehyde

생성물 1

HCID 904231046-Bromo-2,4'-difluoro-3-hydroxybiphenyl 4 carbaldehyde수율 122.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Dibromoisocyanuric acid (24.8 g) was added to a solution of 2,4′-difluoro-3-hydroxybiphenyl-4-carbaldehyde (33.7 g) in DMF (400 mL) at room temperature. The mixture was stirred at the same temperature under nitrogen atmosphere for 3 hours. The mixture was quenched with aqueous saturated sodium thiosulfate solution at room temperature and extracted with ethyl acetate. The organic layer was separated, washed with water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by a silica gel column chromatography (hexane/ethyl acetate) to give the title compound (33.1 g).

후처리

  1. customThe mixture was quenched with aqueous saturated sodium thiosulfate solution at room temperature
  2. extractionextracted with ethyl acetate
  3. customThe organic layer was separated
  4. washwashed with water and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by a silica gel column chromatography (hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-346b1286334c4510bfdb1fbc41925d31
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09353108B2

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