Hydrochloric Acid → Ethyl 5-tridecanoylpyrrole-3-carboxylate

HRID 129331

반응식

HRID 129331 반응식
[NH:1]1[CH:5]=[CH:4][C:3]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:2]1.[C:11](Cl)(=[O:24])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].C(O)(=O)CCCCCCCCCCCC.Cl>C1C=CC=CC=1>[C:11]([C:5]1[NH:1][CH:2]=[C:3]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:4]=1)(=[O:24])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 12530Tridecanoic acidHCID 87288Tridecanoyl chlorideHCID 13070719Ethyl 1H-pyrrole-3-carboxylate

생성물 1

HCID 15023254Ethyl 5-tridecanoylpyrrole-3-carboxylate수율 72%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

To a solution (20 ml) of 2.78 g (20 mmol) of ethyl pyrrole-3-carboxylate in benzene was added tridecanoyl chloride prepared from 4.28 g (20 mml) of tridecanoic acid in a conventional manner, followed by further dropwise addition of 3.5 ml (30 mmol) of stannic chloride. After the addition, the mixture was stirred for 15 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 residue was purified by subjecting it to silica gel column chromatography (eluent: ethyl acetate/hexane=1/7) to obtain 4.85 g (72% yield) of ethyl 5-tridecanoylpyrrole-3-carboxylate.

후처리

  1. additionAfter the addition
  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 residue was purified

출처 및 근거

ORD 기록
ord-6c3d7b82a9c6450b918fe490c99f6adc
출처 데이터셋
uspto-grants-1995_11
특허 번호
USRE035096

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