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

HRID 531085ノート

反応式

HRID 531085 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-9aa82098e63d468db62ffad793e584bf
出典データセット
uspto-grants-2016_05
特許番号
US09353108B2

反応ノート

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