Lithium hydroxide, monohydrate → 2-Methyl-1-(quinolin-4-yl)-1H-pyrrole-3-carboxylic acid

HRID 1792787노트

반응식

HRID 1792787 반응식
O.[OH-].[Li+].C([O:6][C:7]([C:9]1[CH:13]=[CH:12][N:11]([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=[CH:16][CH:15]=2)[C:10]=1[CH3:24])=[O:8])C>O1CCCC1.O>[C:7]([C:9]1[CH:13]=[CH:12][N:11]([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=[CH:16][CH:15]=2)[C:10]=1[CH3:24])([OH:8])=[O:6]

참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 22024986Ethyl 2-methyl-1-(quinolin-4-yl)-1H-pyrrole-3-carboxylate

생성물 1

HCID 220249512-Methyl-1-(quinolin-4-yl)-1H-pyrrole-3-carboxylic acid수율 98.6%

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

2.226 g (53 mmol) of lithium hydroxide monohydrate, in portions of 0.742 g every 24 hours, are added at 20° C. to 2.48 g (8.4 mmol) of 3-ethoxycarbonyl-2-methyl-1-(quinol-4-yl)-1H-pyrrole dissolved in 75 mL of tetrahydrofuran and 75 mL of water. After stirring at reflux for 72 hours, the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa) to give a residue which is taken up in 40 mL of water and then triturated with 10 mL of 5N hydrochloric acid for 0.2 hour. After filtering off and drying the solid residue under reduced pressure (2.7 kPa) at 40° C., 2.09 g of 3-carboxy-2-methyl-1-(quinol-4-yl)-1H-pyrrole are obtained in the form of a pinkish solid. Mass spectrum (EI): m/e 252 (M+.), m/e 207.

후처리

  1. temperatureat reflux for 72 hours
  2. concentrationthe reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa)
  3. customto give a residue which
  4. customtriturated with 10 mL of 5N hydrochloric acid for 0.2 hour
  5. filtrationAfter filtering off
  6. customdrying the solid residue under reduced pressure (2.7 kPa) at 40° C.

출처 및 근거

ORD 기록
ord-116bbc84874e4ba3b9e0c615b3d8c0b2
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07078414B2

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