Trimethylsilylacetylene → 1-(4-Trimethylsilylethynyl-phenyl)-2,2-dimethylpropan-1-one

HRID 64646노트

반응식

HRID 64646 반응식
[CH3:1][Si:2]([C:5]#[CH:6])([CH3:4])[CH3:3].Br[C:8]1[CH:13]=[CH:12][C:11]([C:14](=[O:19])[C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:10][CH:9]=1>C(NCC)C.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Cu]I>[CH3:1][Si:2]([C:5]#[C:6][C:8]1[CH:13]=[CH:12][C:11]([C:14](=[O:19])[C:15]([CH3:17])([CH3:16])[CH3:18])=[CH:10][CH:9]=1)([CH3:4])[CH3:3]

참가 물질

6

반응물 2

HCID 66111TrimethylsilylacetyleneHCID 128120801-(4-Bromophenyl)-2,2-dimethylpropan-1-one

생성물 1

HCID 202368631-(4-Trimethylsilylethynyl-phenyl)-2,2-dimethylpropan-1-one

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 178418476HCID 178418476, 화합물촉매HCID 8021Diethylamine용매

실험 절차

1.4 g Bis-(triphenylphosphine)-palladium dichloride and 0.19 g CuI are added, at room temperature, to a solution of 10.5 g trimethylsilylacetylene and 23.6 g 1-(4-bromophenyl)-2,2-dimethylpropan-1-one in 350 ml absolute diethylamine. The reaction mixture is stirred during 20 hours at room temperature, evaporated to dryness at the rotary evaporator and the residue extracted several times with toluene. The toluene is evaporated off and the remaining tacky oil chromatographed on a silica-gel column with hexane/toluene 2:1 as mobile phase to give 1-(4-trimethylsilylethynyl-phenyl)-2,2-dimethylpropan-1-one.

후처리

  1. customevaporated to dryness at the rotary evaporator
  2. extractionthe residue extracted several times with toluene
  3. customThe toluene is evaporated off
  4. customthe remaining tacky oil chromatographed on a silica-gel column with hexane/toluene 2:1 as mobile phase

출처 및 근거

ORD 기록
ord-d777a7d27d1e436e82168eafc3bd86d5
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04609668

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