Trimethylsilylacetylene → [2-(3,5-Dichlorophenyl)ethynyl]trimethylsilane

HRID 1270062ノート

反応式

HRID 1270062 の反応式
[Cl:1][C:2]1[CH:7]=[C:6](I)[CH:5]=[C:4]([Cl:9])[CH:3]=1.[CH3:10][Si:11]([C:14]#[CH:15])([CH3:13])[CH3:12]>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>[Cl:1][C:2]1[CH:7]=[C:6]([C:15]#[C:14][Si:11]([CH3:13])([CH3:12])[CH3:10])[CH:5]=[C:4]([Cl:9])[CH:3]=1

参加物

6

反応物 2

HCID 66111TrimethylsilylacetyleneHCID 764241,3-Dichloro-5-iodobenzene

生成物 1

HCID 22570337[2-(3,5-Dichlorophenyl)ethynyl]trimethylsilane

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

To a solution of 1,3-dichloro-5-iodo-benzene (5.44 g, 20 mmol) in diethylamine (75 mL) was added PdCl2(PPh3)2 (280 mg, 0.4 mmol), trimethylsilylacetylene (2.36 g, 24.0 mmol) and copper(I)iodide (20 mg, 0.1 mmol). The reaction mixture was stirred at room temperature for 24 h, filtered and evaporated. The residue was purified by column chromatography using heptane:ethyl acetate (8:2) as eluent. The desired (3,5-dichlorophenylethynyl)-trimethyl-silane product was isolated in 4.85 g yield.

後処理

  1. filtrationfiltered
  2. customevaporated
  3. customThe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-43a37e7ba6764aafb1faec62b5538ce9
出典データセット
uspto-grants-2007_04
特許番号
US07202213B2

反応ノート

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