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Lithium hydroxide, monohydrate → 4,5-Dimethyl-1-(quinolin-4-yl)-1H-pyrrole-3-carboxylic acid

HRID 1792812
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HRID 1792812 반응식
O.[OH-].[Li+].C([O:6][C:7]([C:9]1[C:13]([CH3:14])=[C:12]([CH3:15])[N:11]([C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]=[CH:18][CH:17]=2)[CH:10]=1)=[O:8])C>O1CCCC1.O.Cl>[C:7]([C:9]1[C:13]([CH3:14])=[C:12]([CH3:15])[N:11]([C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]=[CH:18][CH:17]=2)[CH:10]=1)([OH:8])=[O:6]
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참가 물질

6

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 22024966Ethyl 4,5-dimethyl-1-(quinolin-4-yl)-1H-pyrrole-3-carboxylate

생성물 1

HCID 220249714,5-Dimethyl-1-(quinolin-4-yl)-1H-pyrrole-3-carboxylic acid

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 962Water용매HCID 8028
Tetrahydrofuran
용매

실험 절차

1.89 g (45 mmol) of lithium hydroxide monohydrate are added at a temperature in the region of 20° C. to 1.3 g (4.42 mmol) of 3-ethoxycarbonyl-4,5-dimethyl-1-(quinol-4-yl)-1H-pyrrole dissolved in 50 mL of tetrahydrofuran and 50 mL of water. After stirring at reflux for 42 hours, the reaction mixture is concentrated virtually to dryness under reduced pressure (2.7 kPa) to give a residue that is taken up in 41 mL of 1N hydrochloric acid. After filtering off and drying the solid residue at ambient pressure at a temperature in the region of 50° C., 1.1 g of 3-carboxy-4,5-dimethyl-1-(quinol-4-yl)-1H-pyrrole are obtained in the form of a whitish solid melting at approximately 238° C.

후처리

  1. temperatureat reflux for 42 hours
  2. concentrationthe reaction mixture is concentrated virtually to dryness under reduced pressure (2.7 kPa)
  3. customto give a residue that
  4. filtrationAfter filtering off
  5. dry with materialdrying the solid residue at ambient pressure at a temperature in the region of 50° C., 1.1 g of 3-carboxy-4,5-dimethyl-1-(quinol-4-yl)-1H-pyrrole

출처 및 근거

ORD 기록
ord-2a5c448614724de781c0c90100dd80fc
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07078414B2

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