Sodium Iodide → N-(3-chloro-2-propenyl)-N-cinnamyl-trifluoroacetamide

HRID 261208

反応式

HRID 261208 の反応式
[CH2:1]([NH:10][C:11](=[O:16])[C:12]([F:15])([F:14])[F:13])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[H-].[Na+].[Cl:19][CH:20]=[CH:21][CH2:22]Cl.[I-].[Na+]>CN(C)P(=O)(N(C)C)N(C)C.O>[Cl:19][CH:20]=[CH:21][CH2:22][N:10]([CH2:1][CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[C:11](=[O:16])[C:12]([F:14])([F:15])[F:13]

参加物

7

反応物 4

HCID 5238Sodium IodideHCID 24758Sodium hydrideHCID 248831,3-DichloropropeneHCID 54071740N-cinnamyltrifluoroacetamide

生成物 1

HCID 54392800N-(3-chloro-2-propenyl)-N-cinnamyl-trifluoroacetamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 12679Hexamethylphosphoramide溶媒3 回

実験手順

A solution of 250 g of N-cinnamyltrifluoroacetamide in 1 liter of hexamethylphosphoric acid triamide (HMPT) is added dropwise with ice-cooling and stirring under a nitrogen atmosphere, to a suspension of 27 g of sodium hydride in 400 ml of HMPT. After the evolution of gas has ceased, a solution of 130 g of 1,3-dichloropropene and 1 g of sodium iodide in 1 liter of HMPT is added dropwise and the mixture stirred for 16 hours at room temperature. The reaction mixture is then poured on to water and extracted with ether. The ethereal solution is dried over sodium sulphate, evaporated and the oily residue chromatographed on 3.5 kg of silica gel with toluene to yield N-(3-chloro-2-propenyl)-N-cinnamyl-trifluoroacetamide as an oil.

後処理

  1. temperaturecooling
  2. extractionextracted with ether
  3. dry with materialThe ethereal solution is dried over sodium sulphate
  4. customevaporated
  5. customthe oily residue chromatographed on 3.5 kg of silica gel with toluene

出典と根拠

ORDレコード
ord-0fcc59ee2553445e950d5b354a1be8ba
出典データセット
uspto-grants-1979_08
特許番号
US04164583

関連ノート

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