Sulfuric Acid → alpha-Ethenyl-2,3,5-trifluorobenzenemethanol

HRID 2395601노트

반응식

HRID 2395601 반응식
Br[C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([F:9])[C:3]=1[F:10].C([Li])CCC.[CH:16]([CH:18]=[CH2:19])=[O:17].OS(O)(=O)=O>CCOCC.CCCCCC>[CH:18]([CH:16]([C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([F:9])[C:3]=1[F:10])[OH:17])=[CH2:19]

참가 물질

7

반응물 4

HCID 1118Sulfuric AcidHCID 7847AcroleinHCID 27363991-Bromo-2,3,5-trifluorobenzeneHCID 178418339Butyllithium

생성물 1

HCID 18989434alpha-Ethenyl-2,3,5-trifluorobenzenemethanol

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회HCID 8058Hexane용매

반응 조건

온도
-73 °C

실험 절차

A solution of 4.1 g (0.0194 mol) of 1-bromo-2,3,5-trifluorobenzene in 50 ml of anhydrous ether is cooled to -76 ° C. under a nitrogen atmosphere. 12.1 ml (0.0194 mol) of a 1.6M solution of n-butyllithium in hexane are added dropwise over 15 minutes at a temperature below -72° C. The mixture is stirred for 2 minutes at -73° C. and then a solution of 1.15 g (0.0205 mol) of acrolein in 5 ml of anhydrous ether is added dropwise. The mixture is stirred for 30 minutes at -70° C. and is then allowed to return to room temperature. The mixture is poured onto a mixture of 100 g of ice and 10 g of concentrated H2SO4. Extraction with ether, washing with water, drying over Na2SO4, filtration and concentration under vacuum are carried out. The residue obtained is used without other purification in the following stage. Weight obtained: 3.1 g (Yd.=86%)

후처리

  1. stirringThe mixture is stirred for 30 minutes at -70° C.
  2. customto return to room temperature
  3. extractionExtraction with ether
  4. washwashing with water
  5. dry with materialdrying over Na2SO4, filtration and concentration under vacuum
  6. customThe residue obtained
  7. customis used without other purification in the following stage
  8. customWeight obtained

출처 및 근거

ORD 기록
ord-6aa5a469fe3a48d68201a3035910c5b9
출처 데이터셋
uspto-grants-1996_02
특허 번호
US05489592

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