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

HRID 64646ノート

反応式

HRID 64646 の反応式
[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]

参加物

6

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 178418476HCID 178418476、化合物触媒HCID 8021Diethylamine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d777a7d27d1e436e82168eafc3bd86d5
出典データセット
uspto-grants-1986_09
特許番号
US04609668

反応ノート

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