Water → 2,3,5-Trichlorophenylacetic acid

HRID 274833노트

반응식

HRID 274833 반응식
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([Cl:9])=[CH:4][C:3]=1[CH2:10][C:11]#N.S(=O)(=O)(O)[OH:14].[OH2:18]>>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([Cl:9])=[CH:4][C:3]=1[CH2:10][C:11]([OH:14])=[O:18]

참가 물질

4

반응물 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 197050992-(2,3,5-Trichlorophenyl)acetonitrile

생성물 1

HCID 186876252,3,5-Trichlorophenylacetic acid

실험 절차

A mixture of 6.9 grams (0.031 mole) of 2,3,5-trichlorophenylacetonitrile and 65 mL of water was stirred, and 65 mL of concentrated sulfuric acid was cautiously added. Upon completion of addition, the reaction mixture was heated to reflux, where it was stirred for about 2 hours. After this time the reaction mixture was cooled in an ice-bath and filtered. The collected solid was washed with water and then dissolved in ethyl acetate. The organic layer was washed with two portions of water and then with one portion of an aqueous solution saturated with sodium chloride. The organic layer was then dried with sodium sulfate and filtered. The filtrate was concentrated under reduced pressure, yielding 6.3 grams of 2,3,5-trichlorophenylacetic acid, mp 125°-133° C. The NMR spectrum was consistent with the proposed structure.

후처리

  1. additionUpon completion of addition
  2. temperaturethe reaction mixture was heated
  3. temperatureto reflux
  4. stirringwhere it was stirred for about 2 hours
  5. temperatureAfter this time the reaction mixture was cooled in an ice-bath
  6. filtrationfiltered
  7. washThe collected solid was washed with water
  8. dissolutiondissolved in ethyl acetate
  9. washThe organic layer was washed with two portions of water
  10. dry with materialThe organic layer was then dried with sodium sulfate
  11. filtrationfiltered
  12. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-a2b1e87c136f4214bc22caffbca58ad2
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05391541

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