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Iodoethane → 3-Formyl-1-(p-ethoxyphenyl)-3-azabicyclo[3.1.0]hexane

HRID 224295
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HRID 224295 반응식
[CH:1]([N:3]1[CH2:8][CH:7]2[C:5]([C:9]3[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=3)([CH2:6]2)[CH2:4]1)=[O:2].C(=O)([O-])[O-].[K+].[K+].[CH2:22](I)[CH3:23]>C(O)C>[CH:1]([N:3]1[CH2:8][CH:7]2[C:5]([C:9]3[CH:14]=[CH:13][C:12]([O:15][CH2:22][CH3:23])=[CH:11][CH:10]=3)([CH2:6]2)[CH2:4]1)=[O:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 127198763-Formyl-1-(p-hydroxyphenyl)-3-azabicyclo[3.1.0]hexane

생성물 1

HCID 127198823-Formyl-1-(p-ethoxyphenyl)-3-azabicyclo[3.1.0]hexane수율 27.2%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

To a stirred mixture of 1.0 g of 3-formyl-1-(p-hydroxyphenyl)-3-azabicyclo[3.1.0]hexane and 0.7 g of potassium carbonate in 25 ml of absolute ethanol is added a solution of 3.2 g of ethyl iodide in 10 ml of absolute ethanol. The mixture is refluxed for 2 hours and then is filtered and evaporated. The residual mixture of crystals and liquid is combined with water and this is extracted with chloroform and the extract is dried over magnesium sulfate and evaporated to give 1.0 g of a colorless, viscous liquid, which crystallizes on standing. Recrystallization from hexane gives 0.31 g of 3-formyl-1-(p-ethoxyphenyl)-3-azabicyclo[3.1.0]hexane as colorless crystals, m.p. 48°-51° C.

후처리

  1. temperatureThe mixture is refluxed for 2 hours
  2. filtrationis filtered
  3. customevaporated
  4. additionThe residual mixture of crystals and liquid
  5. extractionthis is extracted with chloroform
  6. dry with materialthe extract is dried over magnesium sulfate
  7. customevaporated
  8. customto give 1.0 g of a colorless, viscous liquid, which
  9. customcrystallizes
  10. customRecrystallization from hexane

출처 및 근거

ORD 기록
ord-23ae7b409e2c4e6d8be34f741f10ee6a
출처 데이터셋
uspto-grants-1980_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04231935

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