Tetrahydrofuran → HCID 87183733、化合物

HRID 1880254ノート

反応式

HRID 1880254 の反応式
O1CCCC1.[Br-].[F:7][C:8]([F:13])([F:12])[C:9]([Zn+])=[CH2:10].[Cl:14][C:15]1[CH:20]=[CH:19][C:18](I)=[CH:17][C:16]=1[C:22]([F:25])([F:24])[F:23]>CCCCCC>[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([C:9]([C:8]([F:13])([F:12])[F:7])=[CH2:10])=[CH:17][C:16]=1[C:22]([F:25])([F:24])[F:23]

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 431453922-Chloro-5-iodobenzotrifluorideHCID 178477747HCID 178477747、化合物

生成物 1

HCID 87183733HCID 87183733、化合物

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

実験手順

In a nitrogen atmosphere, to 53 mL of a 1M tetrahydrofuran solution of 1-trifluoromethylethenyl zinc bromide prepared according to a method described in the literatures, 7.1 g of 2-chloro-5-iodobenzotrifluoride and 0.65 g of dichlorobis(triphenylphosphine) palladium (II) were added and the resultant mixture was stirred while heating the mixture to reflux for 2.5 hours. After the completion of the reaction, the reaction mixture was left to be cooled down to room temperature and 200 mL of hexane was added to the reaction mixture, followed by filtering off the deposited insoluble substance. The resultant filtrate was washed with water (50 mL×1) and then dehydrated and dried over saturated saline and anhydrous sodium sulfate in this order and the solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography eluting with hexane to obtain 4.8 g of the objective substance as a colorless oily substance.

後処理

  1. additionwere added
  2. temperaturewhile heating the mixture
  3. temperatureto reflux for 2.5 hours
  4. customAfter the completion of the reaction
  5. waitthe reaction mixture was left
  6. filtrationby filtering off the deposited insoluble substance
  7. washThe resultant filtrate was washed with water (50 mL×1)
  8. dry with materialdried over saturated saline and anhydrous sodium sulfate in this order
  9. distillationthe solvent was distilled off under reduced pressure
  10. customThe resultant residue was purified by silica gel column chromatography
  11. washeluting with hexane
  12. customto obtain 4.8 g of the objective substance as a colorless oily substance

出典と根拠

ORDレコード
ord-5f5da57bb87d40c09c79aba1efcccd91
出典データセット
uspto-grants-2012_11
特許番号
US08318757B2

反応ノート

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