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

HRID 66292
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HRID 66292 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]
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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-1721ece03c8d45d890242264ded299fc
출처 데이터셋
uspto-grants-1978_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04131611

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