Water → 2-(5-Bromo-2-chlorophenyl)acetic acid

HRID 1625882노트

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HRID 1625882 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:11])=[C:6]([CH2:8][C:9]#N)[CH:7]=1.S(=O)(=O)(O)[OH:13].[OH2:17]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:11])=[C:6]([CH2:8][C:9]([OH:13])=[O:17])[CH:7]=1

참가 물질

4

반응물 3

HCID 962Water2회HCID 1118Sulfuric AcidHCID 534291382-(5-Bromo-2-chlorophenyl)acetonitrile

생성물 1

HCID 155124412-(5-Bromo-2-chlorophenyl)acetic acid

반응 조건

온도
160 °C

실험 절차

The above 5-bromo-2-chlorophenylacetonitrile was added to water (90 ml)-sulfuric acid (75 ml), and the mixture was stirred under heating at 160° C. overnight. The mixture was further diluted with water, and cooled to 0° C. The solvent was removed by decant, and the residue was dissolved in diethyl ether. The solution was washed with water and brine, and extracted with 10% sodium hydroxide. To the extract was added concentrated hydrochloric acid to make the solution acidic. The precipitates were collected by filtration, and purified by silica gel column chromatography (chloroform) to give 5-bromo-2-chlorophenylacetic acid (6.67 g) as colorless crystals. ESI-Mass m/Z 247/249 (M−H).

후처리

  1. temperaturecooled to 0° C
  2. customThe solvent was removed
  3. customby decant
  4. dissolutionthe residue was dissolved in diethyl ether
  5. washThe solution was washed with water and brine
  6. extractionextracted with 10% sodium hydroxide
  7. additionTo the extract was added concentrated hydrochloric acid
  8. filtrationThe precipitates were collected by filtration
  9. custompurified by silica gel column chromatography (chloroform)

출처 및 근거

ORD 기록
ord-ecd69afe223b45d485e458169540a478
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785403B2

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