Ethanol → Ethyl 3-(1-naphthyl)propanoate

HRID 440963노트

반응식

HRID 440963 반응식
[C:1]1([CH2:11][CH2:12][C:13]([OH:15])=[O:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH2:16](O)[CH3:17]>S(=O)(=O)(O)O>[C:1]1([CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 2

HCID 702EthanolHCID 952541-Naphthalenepropionic acid

생성물 1

HCID 10966256Ethyl 3-(1-naphthyl)propanoate

시약·촉매·용매 1

HCID 1118Sulfuric Acid촉매

실험 절차

A stirred solution of 50 grams (0.25 mole) of 3-(naphth-1-yl) propanoic acid and 20 drops (catalyst) of concentrated sulfuric acid in 250 mL of ethanol was heated at reflux for about 24 hours. After this time the reaction mixture was concentrated under reduced pressure to a residue. The residue was dissolved in diethyl ether, and the solution was washed with two 150 mL portions of an aqueous solution saturated with sodium bicarbonate and then with 150 mL of an aqueous solution saturated with sodium chloride. The organic layer was dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure, yielding 56.0 grams of ethyl 3-(naphth-1-yl)propanoate. The NMR spectrum was consistent with the proposed structure.

후처리

  1. temperatureat reflux for about 24 hours
  2. concentrationAfter this time the reaction mixture was concentrated under reduced pressure to a residue
  3. dissolutionThe residue was dissolved in diethyl ether
  4. washthe solution was washed with two 150 mL portions of an aqueous solution saturated with sodium bicarbonate
  5. dry with materialThe organic layer was dried with magnesium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-816b4e0b515848758026e3f5413368e2
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05521192

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