Hydrochloric Acid → Methyl 4-tetradecanoylpyrrole-2-carboxylate

HRID 129336

反応式

HRID 129336 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 15023256Methyl 4-tetradecanoylpyrrole-2-carboxylate収率 54%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-201e210710864e87ae66284481e3a106
出典データセット
uspto-grants-1995_11
特許番号
USRE035096

関連ノート

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