Boron tribromide → 4-[(Biphenyl-4-carbonyl)-amino]-2-hydroxy benzoic acid

HRID 18444ノート

反応式

HRID 18444 の反応式
[C:1]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:6]=[CH:5][C:4]([C:7]([NH:9][C:10]2[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[C:12]([O:19]C)[CH:11]=2)=[O:8])=[CH:3][CH:2]=1.B(Br)(Br)Br>C(Cl)(Cl)Cl.[Cl-].[Na+].O>[C:1]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:2]=[CH:3][C:4]([C:7]([NH:9][C:10]2[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[C:12]([OH:19])[CH:11]=2)=[O:8])=[CH:5][CH:6]=1

参加物

5

反応物 2

HCID 25134Boron tribromide2 回HCID 10066264HCID 10066264、化合物

生成物 1

HCID 104494744-[(Biphenyl-4-carbonyl)-amino]-2-hydroxy benzoic acid収率 82.5%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

A solution of 4-[(biphenyl-4-carbonyl)amino]-2-methoxy benzoic acid (2.78 g; 8 mmol) in CHCl3 (175 mL) was cooled until it became cloudy (approx. 40° C.) and BBr3 (1.5 mL; 16 mmol) was added over 2 minutes. The mixture was allowed to warm slightly with stirring for 2 hours after which time another 1.5 mL BBr3 (16 mmol) was added and the reaction mixture was left to warm to room temperature overnight. The resulting slurry was added brine (50 mL) and the organic solvent was removed in vacuo. The resulting solid was Isolated by filtration, washed with H2O, air dried, refluxed in 99% EtOH (100 mL), cooled and filtered to yield 2.2 g (82%) of a white solid. Mp. 266° C. (decomposes).

後処理

  1. additionwas added over 2 minutes
  2. temperatureto warm slightly
  3. additionwas added
  4. waitthe reaction mixture was left
  5. customthe organic solvent was removed in vacuo
  6. customThe resulting solid was Isolated by filtration
  7. washwashed with H2O, air
  8. customdried
  9. temperaturerefluxed in 99% EtOH (100 mL)
  10. temperaturecooled
  11. filtrationfiltered

出典と根拠

ORDレコード
ord-03ed0df505b74051954d225a4741e565
出典データセット
uspto-grants-2010_06
特許番号
US07741352B2

反応ノート

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