Triethylamine → HCID 14076002, 화합물

HRID 1649625노트

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HRID 1649625 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 14076002HCID 14076002, 화합물수율 75%

시약·촉매·용매 2

HCID 24593copper(I) bromide촉매HCID 1140Toluene용매

반응 조건

온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c1e76c84b03c475f9829981023074d3c
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04921529

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