Carbon Tetrachloride → 2,2,2-Trifluoro-N-phenylacetimidoyl Chloride

HRID 469936노트

반응식

HRID 469936 반응식
C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CCN(CC)CC.[C:27](O)([C:29]([F:32])([F:31])[F:30])=O.[NH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.C(Cl)(Cl)(Cl)[Cl:42]>>[F:30][C:29]([F:32])([F:31])[C:27]([Cl:42])=[N:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

참가 물질

6

반응물 5

HCID 5943Carbon Tetrachloride2회HCID 6115AnilineHCID 6422Trifluoroacetic acidHCID 8471TriethylamineHCID 11776Triphenylphosphine

생성물 1

HCID 100588692,2,2-Trifluoro-N-phenylacetimidoyl Chloride

실험 절차

A mixture of Ph3P (138.0 g, 526 mmol), Et3N (21.3 g, 211 mmol), CCl4 (170 mL) and TFA (20 g, 175 mmol) was stirred for 10 min in an ice-bath. Aniline (19.6 g, 211 mmol) was dissolved in CCl4 (20 mL) was added. The mixture was stirred at reflux for 3 h. The solvent was removed under vacuum and hexane was added. The precipitates (Ph3PO and Ph3P) were filtered off and washed with hexane. The filtrate was distilled under reduced pressure to yield 2,2,2-trifluoro-N-phenyl-acetimidoyl chloride (19 g), which was used in the next step without further purification.

후처리

  1. additionwas added
  2. stirringThe mixture was stirred
  3. temperatureat reflux for 3 h
  4. customThe solvent was removed under vacuum and hexane
  5. additionwas added
  6. customThe precipitates (Ph3PO and Ph3P)
  7. filtrationwere filtered off
  8. washwashed with hexane
  9. distillationThe filtrate was distilled under reduced pressure

출처 및 근거

ORD 기록
ord-ebc842e3e0e445aca877b7094142c522
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629162B2

반응 노트

불러오는 중…