Hydrochloric Acid → 2-Methyl-1-(quinolin-2-yl)-1H-pyrrole-3-carboxylic acid

HRID 1792791ノート

反応式

HRID 1792791 の反応式
O.[OH-].[Li+].C([O:6][C:7]([C:9]1[CH:13]=[CH:12][N:11]([C:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]=2)[C:10]=1[CH3:24])=[O:8])C.Cl>O1CCCC1.O>[C:7]([C:9]1[CH:13]=[CH:12][N:11]([C:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]=2)[C:10]=1[CH3:24])([OH:8])=[O:6]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 22024946Ethyl 2-methyl-1-(quinolin-2-yl)-1H-pyrrole-3-carboxylate

生成物 1

HCID 220249772-Methyl-1-(quinolin-2-yl)-1H-pyrrole-3-carboxylic acid収率 111.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

3.9 g (93 mmol) of lithium hydroxide monohydrate, portionwise every 24 hours, are added at 20° C. to 1.9 g (6.78 mmol) of 3-ethoxycarbonyl-2-methyl-1-(quinol-2-yl)-1H-pyrrole dissolved in 50 mL of tetrahydrofuran and 50 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 that is taken up in 75 mL of water. The pH of the aqueous phase is adjusted to 2 by addition of concentrated hydrochloric acid. After stirring for 1 hour, the aqueous phase is filtered and the solid residue is dried under reduced pressure (2.7 kPa) at 40° C. to give 1.9 g of 3-carboxy-2-methyl-1-(quinol-2-yl)-1H-pyrrole in the form of a beige-coloured solid.

後処理

  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 that
  4. stirringAfter stirring for 1 hour
  5. filtrationthe aqueous phase is filtered
  6. customthe solid residue is dried under reduced pressure (2.7 kPa) at 40° C.

出典と根拠

ORDレコード
ord-2554c89ae0a34a9ea0efbd031f33274b
出典データセット
uspto-grants-2006_07
特許番号
US07078414B2

反応ノート

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