Methyl 2-chloroacrylate → HCID 11034029, 화합물

HRID 1086622노트

반응식

HRID 1086622 반응식
C(N(CC)CC)C.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2C(=O)O[CH:17]([C:21]([F:24])([F:23])[F:22])[N:16]=2)=[CH:11][CH:10]=1.Cl[C:26](=[CH2:31])[C:27]([O:29][CH3:30])=[O:28]>C(#N)C>[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[NH:16][C:17]([C:21]([F:22])([F:23])[F:24])=[CH:31][C:26]=2[C:27]([O:29][CH3:30])=[O:28])=[CH:13][CH:14]=1

참가 물질

5

반응물 3

HCID 6659Methyl 2-chloroacrylateHCID 8471TriethylamineHCID 110652915(2H)-Oxazolone, 4-(4-chlorophenyl)-2-(trifluoromethyl)-

생성물 1

HCID 11034029HCID 11034029, 화합물수율 50.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Triethylamine (5.58 g, 0.055 mol) is added dropwise to a mixture of 4-(p-chlorophenyl)-2-(tri-fluoromethyl)-5(2H)-oxazolone (15.6 g, 0.054 mol), methyl α-chloroacrylate (6.52. g, 0.054 mol) and acetonitrile (50 mL). The reaction mixture heats up to 55° C. during the addition. After the addition is complete, the reaction mixture is heated at reflux temperature for one hour, cooled to room temperature and filtered. The filtrate is poured into an ether/water mixture and extracted with ether. The combined organic extracts are dried over anhydrous magnesium sulfate and concentrated in vacuo to give a black residue. Recrystallization of the residue from hexane gives the title compound as an orange solid (8.25 g, 50.2%). Indentified by NMR spectral analyses.

후처리

  1. additionThe reaction mixture heats up to 55° C. during the addition
  2. additionAfter the addition
  3. temperaturethe reaction mixture is heated
  4. temperatureat reflux temperature for one hour
  5. filtrationfiltered
  6. additionThe filtrate is poured into an ether/water mixture
  7. extractionextracted with ether
  8. dry with materialThe combined organic extracts are dried over anhydrous magnesium sulfate
  9. concentrationconcentrated in vacuo
  10. customto give a black residue
  11. customRecrystallization of the residue from hexane

출처 및 근거

ORD 기록
ord-54aa8239b4884d85ac93d6770a8f831e
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05030735

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