Triethylamine → HCID 14076002、化合物

HRID 1649625ノート

反応式

HRID 1649625 の反応式
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[C:2]#[CH:3].C(N(CC)CC)C.[C:18](Cl)(=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20]>C1(C)C=CC=CC=1.[Cu]Br>[CH3:20][C:19]([CH3:22])([C:18](=[O:23])[C:3]#[C:2][CH2:1][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH3:21]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 83613(Prop-2-ynyloxy)benzene

生成物 1

HCID 14076002HCID 14076002、化合物収率 75%

試薬・触媒・溶媒 2

HCID 24593copper(I) bromide触媒HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

13.2 g (0.1 mol) of phenyl propargyl ether are added dropwise to a mixture of 10.1 g (0.1 mol) of triethylamine and 1.43 g of copper-(I) bromide in 60 ml of toluene at 20° C., under a nitrogen atmosphere and with stirring. The mixture is subsequently stirred at 20° C. for 30 minutes. Thereafter, 12 g (0.1 mol) of pivaloyl chloride are added dropwise in the course of 15 minutes. The reaction mixture is heated to 80° C. and is stirred at this temperature for 10 hours. After cooling to room temperature, the reaction mixture is washed first with dilute aqueous hydrochloric acid and then with water. The organic phase is concentrated by stripping off the solvent and the residue which remains is distilled under a high vacuum. 16 g (75% of theory) of 2,2-dimethyl-6-phenoxyhex-4-in-3-one are obtained in this manner in the form of a liquid.

後処理

  1. stirringThe mixture is subsequently stirred at 20° C. for 30 minutes
  2. stirringis stirred at this temperature for 10 hours
  3. temperatureAfter cooling to room temperature
  4. washthe reaction mixture is washed first with dilute aqueous hydrochloric acid
  5. concentrationThe organic phase is concentrated
  6. distillationthe residue which remains is distilled under a high vacuum

出典と根拠

ORDレコード
ord-c1e76c84b03c475f9829981023074d3c
出典データセット
uspto-grants-1990_05
特許番号
US04921529

反応ノート

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