Trimethylsilylacetylene → HCID 15021947, 화합물

HRID 1089136노트

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HRID 1089136 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 15021947HCID 15021947, 화합물

시약·촉매·용매 1

HCID 8021Diethylamine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8bd203fabcca47c9bdb33f3a63246fee
출처 데이터셋
uspto-grants-1990_10
특허 번호
US04965257

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