Trimethylsilylacetylene → [4-(1-Ethoxycyclopropyl)-3-tert-butyl-phenylethynyl]-trimethylsilane

HRID 51761ノート

反応式

HRID 51761 の反応式
FC(F)(F)S(O[C:7]1[CH:12]=[CH:11][C:10]([C:13]2([O:16][CH2:17][CH3:18])[CH2:15][CH2:14]2)=[C:9]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:8]=1)(=O)=O.[CH3:25][Si:26]([C:29]#[CH:30])([CH3:28])[CH3:27]>C(N(CC)CC)C.CN(C=O)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>[CH2:17]([O:16][C:13]1([C:10]2[CH:11]=[CH:12][C:7]([C:30]#[C:29][Si:26]([CH3:28])([CH3:27])[CH3:25])=[CH:8][C:9]=2[C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:15][CH2:14]1)[CH3:18]

参加物

6

反応物 2

HCID 66111TrimethylsilylacetyleneHCID 225687994-(1-Ethoxycyclopropyl)-3-tert-butyl-phenyl 1,1,1-trifluoromethansulfonate

生成物 1

HCID 22568955[4-(1-Ethoxycyclopropyl)-3-tert-butyl-phenylethynyl]-trimethylsilane

試薬・触媒・溶媒 3

HCID 178418476HCID 178418476、化合物触媒HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒

反応条件

温度
95 °C

実験手順

Using General Procedure D; 4-(1-ethoxycyclopropyl)-3-tert-butyl phenyl 1,1,1-trifluoromethansulfonate (Intermediate 110, 260.0 mg, 0.71 mmol) in triethylamine (4 mL) and DMF (6 mL) was sparged with argon for 5 minutes. Trimethylsilylacetylene (0.70 g, 7.1 mmols) was then added followed by dichlorobis-(triphenylphosphine)palladium(II) (40.0 mg, 0.06 mmol). The resulting reaction mixture was heated to 95° C. for 18 hours. The title compound, 215.0 mg (96%), was isolated by chromatography (0-2% EtOAc-hexanes) as an orange oil.

後処理

  1. customThe resulting reaction mixture

出典と根拠

ORDレコード
ord-b8504d1b29c849589048fe9f1303e50f
出典データセット
uspto-grants-2004_03
特許番号
US06713647B2

反応ノート

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