Sulfuric Acid → 4-Chlorophthalic acid

HRID 1658538

반응식

HRID 1658538 반응식
[Na].[Cl:2][C:3]1[CH:4]=[C:5]([C:12]([O-:14])=[O:13])[C:6](=[CH:10][CH:11]=1)[C:7]([O-:9])=[O:8].S(=O)(=O)(O)O>O>[Cl:2][C:3]1[CH:4]=[C:5]([C:12]([OH:14])=[O:13])[C:6](=[CH:10][CH:11]=1)[C:7]([OH:9])=[O:8]

참가 물질

4

반응물 2

HCID 1118Sulfuric AcidHCID 86733574CID 86733574

생성물 1

HCID 69644-Chlorophthalic acid

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a suspension of 750 g of monosodium-4-chlorophthalate and 1200 ml water was added 120 ml conc. sulfuric acid. The resulting brown solution was extracted with three 400 ml portions of ether. The combined extracts were treated with carbon black, filtered and the ether distilled. The 4-chlorophthalic acid obtained was dehydrated by heating to 170°C for two hours to give 548 g of anhydride. To a solution of the anhydride in 2250 ml of xylene was added 279 g of aniline diluted with an equal weight of xylene. The solution was refluxed for 16 hours and the water formed was collected in a Dean-Stark trap. After treatment with carbon black the hot xylene solution was cooled to 5°C to give 475 g of crude 4-chloro-N-phenyl phthalimide. Recrystallization from 2000 ml toluene, twice, provided 364 g of 92% pure imide.

후처리

  1. extractionThe resulting brown solution was extracted with three 400 ml portions of ether
  2. additionThe combined extracts were treated with carbon black
  3. filtrationfiltered
  4. distillationthe ether distilled

출처 및 근거

ORD 기록
ord-f546b1a78b8e4caf9c0bb7d3f88d9e10
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03965125

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