5-Chlorosalicylic Acid → 4,4'-Dihydroxybiphenyl-3,3'-dicarboxylic acid

HRID 232245ノート

反応式

HRID 232245 の反応式
[OH:1][C:2]1[CH:10]=[CH:9][C:8](Cl)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]>[OH-].[Na+].[Pd]>[OH:1][C:2]1[CH:10]=[CH:9][C:8]([C:8]2[CH:9]=[CH:10][C:2]([OH:1])=[C:3]([C:4]([OH:6])=[O:5])[CH:7]=2)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

参加物

4

反応物 1

HCID 94475-Chlorosalicylic Acid

生成物 1

HCID 109346364,4'-Dihydroxybiphenyl-3,3'-dicarboxylic acid収率 80%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 14798Sodium Hydroxide溶媒

反応条件

温度
120 °C

実験手順

2-hydroxy 5-chlorobenzoic acid (3.4 g, 20 mmol) was dissolved in 45 cm3 of a sodium hydroxide solution (10% w/v) and palladium on charcoal (10%, 0.5 g) was added. The mixture was placed in a glass liner in an autoclave which was flushed thoroughly with carbon monoxide, then pressurised with carbon monoxide to 2 MNm-2 and heated to 120° C. with stirring for three hours. The mixture was then allowed to cool, the catalyst removed by filtration, and the product precipitated from the aqueous solution by acidification to pH1 with 1M hydrochloric acid. The coupled product (4,4'-dihydroxybiphenyl 3,3'-dicarboxylic acid) was obtained in 80% yield.

後処理

  1. customwas flushed thoroughly with carbon monoxide
  2. temperatureto cool
  3. customthe catalyst removed by filtration
  4. customthe product precipitated from the aqueous solution by acidification to pH1 with 1M hydrochloric acid

出典と根拠

ORDレコード
ord-213558fc03db4d83888ce9827233321a
出典データセット
uspto-grants-1989_07
特許番号
US04851538

反応ノート

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