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Water → HCID 178447940, 화합물

HRID 857591
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HRID 857591 반응식
FC(F)(F)S(O[C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:17]3[CH:22]=[C:21]([F:23])[C:20]([F:24])=[C:19]([F:25])[CH:18]=3)[CH:13]=2)C=1)(=O)=O.[C:28]([CH:30]1[CH2:35][CH2:34][CH:33]([CH2:36][CH2:37][CH3:38])[CH2:32][CH2:31]1)#[CH:29].O.[CH3:40]N(C)C=O>C(N(CC)CC)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Cu](I)I>[CH2:28]([C@H:30]1[CH2:35][CH2:34][C@H:33]([C:36]#[C:37][C:38]2[C:9]3[C:14](=[CH:13][C:12]([C:17]4[CH:18]=[C:19]([F:25])[C:20]([F:24])=[C:21]([F:23])[CH:22]=4)=[CH:11][CH:10]=3)[CH:15]=[CH:16][CH:7]=2)[CH2:32][CH2:31]1)[CH2:29][CH3:40]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

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HCID 962WaterHCID 6228DimethylformamideHCID 218700436-(3,4,5-Trifluorophenyl)naphthalene-2-yl trifluoromethanesulfonateHCID 218706261-Ethynyl-4-propylcyclohexane

생성물 1

HCID 178447940HCID 178447940, 화합물

시약·촉매·용매 3

HCID 83717Copper iodide
촉매
HCID 178418397HCID 178418397, 화합물촉매
HCID 8471Triethylamine용매

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온도
50 °C

실험 절차

25.0 g of 6-(3,4,5-trifluorophenyl)naphthalene-2-yl trifluoromethanesulfonate and 1-ethynyl-4-propylcyclohexane were dissolved in a mixture of 125 ml of N,N-dimethylformamide and 25 ml of triethylamine. To the solution were then added 0.7 g of tetrakis(triphenylphosphine)palladium and 0.2 g of copper iodide (I). The reaction mixture was then stirred at a temperature of 50° C. for 3 hours. The reaction solution was then allowed to cool to room temperature. To the reaction solution was then added 150 ml of water. The reaction solution was extracted with 200 ml of toluene, washed with water and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was then distilled off. The residue was then recrystallized from ethanol to obtain 17.6 g of 2-(trans-4-propylcyclohexyl)ethynyl-6-(3,4,5-trifluorophenyl)naphthalene.

후처리

  1. temperatureto cool to room temperature
  2. extractionThe reaction solution was extracted with 200 ml of toluene
  3. washwashed with water and saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was then distilled off
  6. customThe residue was then recrystallized from ethanol

출처 및 근거

ORD 기록
ord-8ab84d3100a24c7a85ae7395431a3675
출처 데이터셋
uspto-grants-2006_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07145047B2

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