3-Ethynyl-1-azabicyclo[2.2.2]octan-3-ol → 3-Ethenyl-3-hydroxy-1-azabicyclo[2.2.2]octane

HRID 861408

반응식

HRID 861408 반응식
[C:1]([C:3]1([OH:11])[CH:8]2[CH2:9][CH2:10][N:5]([CH2:6][CH2:7]2)[CH2:4]1)#[CH:2].[H][H]>[Pd].C(O)C>[CH:1]([C:3]1([OH:11])[CH:8]2[CH2:9][CH2:10][N:5]([CH2:6][CH2:7]2)[CH2:4]1)=[CH2:2]

참가 물질

5

반응물 2

HCID 36135173-Ethynyl-1-azabicyclo[2.2.2]octan-3-olHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 226207783-Ethenyl-3-hydroxy-1-azabicyclo[2.2.2]octane수율 98.7%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A mixture of 3-ethynyl-3-hydroxyquinuclidine (5.0g), palladium on calcium carbonate (5% w/w, 0.5 g) and ethanol (200 ml) was stirred under an atmosphere of hydrogen until 900 ml of hydrogen has been consumed. The mixture was filtered and evaporated to give 3-ethenyl-3-hydroxyquinuclidine (5.0 g) as an oil which gave a solid on standing and was used without further purification, m.p. 76°-80° C.; NMR(DMSO-d6): 1.2(1H, m), 1.4-1.6(3H, m), 2.0(1H, m), 2.45-2.85(6H, m), 4.55(1H, s), 5.0(1H, d of d), 5.25(1H, d of d), 6.1(1H, d of d); m/z 154 (M+H).

후처리

  1. customhas been consumed
  2. filtrationThe mixture was filtered
  3. customevaporated

출처 및 근거

ORD 기록
ord-618153d9e775438da25ca6fa15b9a199
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05714496

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