Hydrochloric Acid → Methyl 4-tetradecanoylpyrrole-2-carboxylate

HRID 129336

반응식

HRID 129336 반응식
[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([O:8][CH3:9])=[O:7].[C:10](Cl)(=[O:24])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].Cl>C1C=CC=CC=1>[CH3:9][O:8][C:6]([C:2]1[NH:1][CH:5]=[C:4]([C:10](=[O:24])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH:3]=1)=[O:7]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 66986Myristoyl chlorideHCID 136930Methyl pyrrole-2-carboxylate

생성물 1

HCID 15023256Methyl 4-tetradecanoylpyrrole-2-carboxylate수율 54%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

To a solution (5 ml) of 1.25 g (10 mmol) of methyl pyrrole -2-carboxylate in benzene was added 2.71 g (11 mmol) of tetradecanoyl chloride under ice-cooling, followed by adding 1.73 ml) (15 mmol) of stannic chloride dropwise thereto. The mixture was stirred for 2 hours at room temperature, treated with diluted hydrochloric acid and extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate. After removing the solvent under reduced pressure, the product was purified by subjecting it to column chromatography over silica gel (ethyl acetate/hexane=1/7) to obtain 1.80 g (54% yield) of methyl-4-tetradecanoylpyrrole-2-carboxylate.

후처리

  1. temperaturecooling
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customAfter removing the solvent under reduced pressure
  6. customthe product was purified

출처 및 근거

ORD 기록
ord-201e210710864e87ae66284481e3a106
출처 데이터셋
uspto-grants-1995_11
특허 번호
USRE035096

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