Potassium Carbonate → Methyl 6-((2-ethylhexyl)(phenyl)amino)hexanoate

HRID 607493노트

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HRID 607493 반응식
[C:1]1([NH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:24][CH:25]([CH2:28][CH2:29][CH2:30][CH3:31])[CH2:26][CH3:27].S([O-])([O-])(=O)=O.[Na+].[Na+]>C(OCC)(=O)C.O.CN(C)C=O>[CH2:26]([CH:25]([CH2:28][CH2:29][CH2:30][CH3:31])[CH2:24][N:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH3:27]

참가 물질

8

반응물 4

HCID 11430Potassium CarbonateHCID 24436Sodium SulfateHCID 868042-Ethylhexyl bromideHCID 20441676Methyl 6-(phenylamino)hexanoate

생성물 1

HCID 57857730Methyl 6-((2-ethylhexyl)(phenyl)amino)hexanoate수율 53,069.5%

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
100 °C

실험 절차

In a three-neck flask, methyl 6-(phenylamino)hexanoate (25.0 g, 0.113 mmol) and potassium carbonate (25.0 g, 0.169 mol) were added to dimethylformamide (100 ml) and stirred. The mixture was heated to 100° C., added with 3-(bromomethyl)heptane (26.2 g, 0.135 mol), and allowed to react with stirring for 12 hours. The reaction product was transferred into a separate funnel, and was then added with water and ethyl acetate, after which the organic layer was isolated therefrom, dehydrated using sodium sulfate, and then distilled under reduced pressure. Subsequently, the obtained material was separated through silica column chromatography, thus obtaining 20.0 g of a yellowish transparent liquid.

후처리

  1. customto react
  2. stirringwith stirring for 12 hours
  3. customThe reaction product was transferred into a separate funnel
  4. customafter which the organic layer was isolated
  5. distillationdistilled under reduced pressure
  6. customSubsequently, the obtained material was separated through silica column chromatography

출처 및 근거

ORD 기록
ord-60022c30d19b4cdf9a31f0afe1b3f257
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915428B2

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