Ethylene Glycol → 1-(4-Bromophenyl)cyclopropane-1-carboxylic acid

HRID 278756노트

반응식

HRID 278756 반응식
[OH-:1].[K+].C(O)C[OH:5].[Br:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2([C:17]#N)[CH2:16][CH2:15]2)=[CH:10][CH:9]=1.Cl>O>[Br:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2([C:17]([OH:5])=[O:1])[CH2:16][CH2:15]2)=[CH:10][CH:9]=1

참가 물질

6

반응물 4

HCID 174Ethylene GlycolHCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 27952731-(4-Bromophenyl)Cyclopropanecarbonitrile2회

생성물 1

HCID 162279661-(4-Bromophenyl)cyclopropane-1-carboxylic acid수율 97%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
137.5 °C

실험 절차

To a solution of KOH (6.06 g, 0.11 mol) in 10 mL of H2O was added 40 mL of ethylene glycol and 1-(4-bromophenyl)-cyclopropanecarbonitrile (Intermediate 113, 10.0 g, 0.45 mol). This solution was heated to 135-140° C. for 4 h, cooled to room temperature, and then poured into a mixture of 100 mL ice and 10% aqueous HCl. The resulting mixture was allowed to stand overnight at 5° C., the solid was collected by filtration and washed with H2O. The colorless solid was dried under reduced pressure to give 10.6 g (97%) of the title compound.

후처리

  1. temperaturecooled to room temperature
  2. filtrationthe solid was collected by filtration
  3. washwashed with H2O
  4. customThe colorless solid was dried under reduced pressure

출처 및 근거

ORD 기록
ord-448d2f81ca9a435b85ad217fff94b971
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06359135B1

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