Pyridine → alpha-Cyano-phenylacetic acid pentafluorophenyl ester

HRID 1980229

반응식

HRID 1980229 반응식
[C:1]([CH:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:4]([OH:6])=[O:5])#[N:2].P(Cl)(Cl)(Cl)(Cl)Cl.[F:19][C:20]1[C:25](O)=[C:24]([F:27])[C:23]([F:28])=[C:22]([F:29])[C:21]=1[F:30].N1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl.ClCCl>[F:19][C:20]1[C:25]([O:5][C:4](=[O:6])[CH:3]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:1]#[N:2])=[C:24]([F:27])[C:23]([F:28])=[C:22]([F:29])[C:21]=1[F:30]

참가 물질

7

반응물 4

HCID 1049PyridineHCID 13041PentafluorophenolHCID 24819Phosphorus pentachlorideHCID 26403alpha-Cyanobenzeneacetic acid

생성물 1

HCID 20402416alpha-Cyano-phenylacetic acid pentafluorophenyl ester

시약·촉매·용매 2

HCID 5943Carbon Tetrachloride용매HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

8 g. (0.05 moles) of α-cyano-phenylacetic acid are dissolved in 80 ml. of dichloromethane. 10.2 g. (0.05 moles) of phosphorus pentachloride are added and the mixture is stirred for two hours at the boiling point of dichloromethane. The solvent is distilled off and the residue is taken up in carbontetrachloride and the solution is added dropwise to 9.2 g. (0.05 moles) of pentafluorophenol and 4 ml. (0.05 moles) of pyridine-dissolved in 200 ml. of carbontetrachloride. The reaction mixture is cooled to 0° C. and the pyridine chlorohydrate is washed with 2n hydrochloride acid. The organic layer is washed twice with 40 ml. of water, dried over magnesium sulfate and evaporated. The α-cyano-phenylacetic acid-pentafluorophenyl ester is recrystallized from petrolether

후처리

  1. distillationThe solvent is distilled off
  2. additionthe solution is added dropwise to 9.2 g
  3. washthe pyridine chlorohydrate is washed with 2n hydrochloride acid
  4. washThe organic layer is washed twice with 40 ml
  5. dry with materialof water, dried over magnesium sulfate
  6. customevaporated
  7. customThe α-cyano-phenylacetic acid-pentafluorophenyl ester is recrystallized from petrolether

출처 및 근거

ORD 기록
ord-b008978120024e89b3f15211d4f30f88
출처 데이터셋
uspto-grants-1985_04
특허 번호
US04508658

연결된 노트

불러오는 중…