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

HRID 401230ノート

反応式

HRID 401230 の反応式
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

参加物

6

反応物 5

HCID 5943Carbon Tetrachloride2 回HCID 6115AnilineHCID 6422Trifluoroacetic acidHCID 8471TriethylamineHCID 11776Triphenylphosphine

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e07c29ab4005418ea75ae36d4e7a85f3
出典データセット
uspto-grants-2014_06
特許番号
US08741925B2

反応ノート

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