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

HRID 232245노트

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HRID 232245 반응식
[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]

참가 물질

4

반응물 1

HCID 94475-Chlorosalicylic Acid

생성물 1

HCID 109346364,4'-Dihydroxybiphenyl-3,3'-dicarboxylic acid수율 80%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 14798Sodium Hydroxide용매

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온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-213558fc03db4d83888ce9827233321a
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04851538

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