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Lithium Hydroxide → 3-cyclopropyl-1H-pyrrole-2-carboxylic acid

HRID 524969
ノート
印刷プレビュー

反応式

HRID 524969 の反応式
[CH:1]1([C:4]2[CH:8]=[CH:7][N:6](S(C3C=CC=CC=3)(=O)=O)[C:5]=2[C:18]([O:20]C)=[O:19])[CH2:3][CH2:2]1.[OH-].[Li+]>O1CCCC1.O>[CH:1]1([C:4]2[CH:8]=[CH:7][NH:6][C:5]=2[C:18]([OH:20])=[O:19])[CH2:2][CH2:3]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 70922347HCID 70922347、化合物

生成物 1

HCID 793254553-cyclopropyl-1H-pyrrole-2-carboxylic acid収率 81.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

反応条件

温度
100 °C

実験手順

To a suspension of the starting methyl 3-cyclopropyl-1-(phenylsulfonyl)-1H-pyrrole-2-carboxylate (0.9 g, 3 mmol) in tetrahydrofurane (4.6 mL) and water (2.3 mL) was added lithium hydroxide (0.29 g, 12 mmol) and this mixture was heated to 100° C. in a microwave vial during 4 hours. Next, the reaction mixture was poured into water (50 mL) and this aqueous phase was washed with diethyl ether (2×). Afterwards, the aqueous layer was acidified until pH=3 by adding solid phosphoric acid and extracted with ethyl acetate (3×). The organic solution was washed with water and brine, dried (Na2SO4) and concentrated in vacuum to give 370 mg of the title compound.

後処理

  1. washthis aqueous phase was washed with diethyl ether (2×)
  2. additionby adding solid phosphoric acid
  3. extractionextracted with ethyl acetate (3×)
  4. washThe organic solution was washed with water and brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated in vacuum

出典と根拠

ORDレコード
ord-b29118530622441c803f73d15e999b80
出典データセット
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09340547B2

反応ノート

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