Trimethylsilylacetylene → HCID 15021947、化合物

HRID 345363ノート

反応式

HRID 345363 の反応式
[CH2:1]([C:3]12[CH2:10][O:9][C:6]([C:11]3[CH:16]=[CH:15][C:14](I)=[CH:13][CH:12]=3)([O:7][CH2:8]1)[O:5][CH2:4]2)[CH3:2].[CH3:18][Si:19]([C:22]#[CH:23])([CH3:21])[CH3:20]>C(NCC)C>[CH2:1]([C:3]12[CH2:10][O:9][C:6]([C:11]3[CH:16]=[CH:15][C:14]([C:23]#[C:22][Si:19]([CH3:21])([CH3:20])[CH3:18])=[CH:13][CH:12]=3)([O:7][CH2:8]1)[O:5][CH2:4]2)[CH3:2]

参加物

4

反応物 2

HCID 66111TrimethylsilylacetyleneHCID 150219464-Ethyl-1-(4-iodophenyl)-2,6,7-trioxabicyclo[2,2,2]octane

生成物 1

HCID 15021947HCID 15021947、化合物

試薬・触媒・溶媒 1

HCID 8021Diethylamine溶媒

実験手順

Bis-triphenylphosphine palladium dichloride (60 mg) and cuprous iodide (10 mg) were added to a stirred solution of 4-ethyl-1-(4-iodophenyl)-2,6,7-trioxabicyclo[2,2,2]octane (1.5 gms) and trimethylsilylacetylene (0.92 ml) in dry diethylamine (40 ml) under nitrogen. The resulting mixture was stirred at room temperature for 16 hours. After this time the solvent was removed under vacuum and the residue extracted with diethylether. The ethereal solution was washed with water, dried over anhydrous magnesium sulphate and evaporated in vacuo. The residue was purified by column chromatography on alumina, eluting with 30% dichloromethane in hexane saturated with ammonia. 4-Ethyl-1-[4-(2-trimethylsilylethynyl)-phenyl]-2,6,7-trioxabicyclo[2,2,2]octane (1.2 gms) was obtained as an off-white solid (1.2 gms) after recrystallisation from hexane.

後処理

  1. customAfter this time the solvent was removed under vacuum
  2. extractionthe residue extracted with diethylether
  3. washThe ethereal solution was washed with water
  4. dry with materialdried over anhydrous magnesium sulphate
  5. customevaporated in vacuo
  6. customThe residue was purified by column chromatography on alumina
  7. washeluting with 30% dichloromethane in hexane saturated with ammonia

出典と根拠

ORDレコード
ord-5f9ca7b76d5a48d8a426504f63c96e67
出典データセット
uspto-grants-1991_10
特許番号
US05057508

反応ノート

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