Lithium Hydroxide → 4-Cyano-5-methyl-1H-pyrrole-2-carboxylic acid

HRID 2233815ノート

反応式

HRID 2233815 の反応式
[OH-].[Li+].[C:3]([C:5]1[CH:6]=[C:7]([C:11]([O:13]CC)=[O:12])[NH:8][C:9]=1[CH3:10])#[N:4]>CO>[C:3]([C:5]1[CH:6]=[C:7]([C:11]([OH:13])=[O:12])[NH:8][C:9]=1[CH3:10])#[N:4]

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 58066127Ethyl 4-cyano-5-methyl-1H-pyrrole-2-carboxylate2 回

生成物 1

HCID 598647364-Cyano-5-methyl-1H-pyrrole-2-carboxylic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
90 °C

実験手順

Lithium hydroxide (2 N, 2 ml) was warmed to 40° C. and a solution of ethyl 4-cyano-5-methyl-1H-pyrrole-2-carboxylate (Intermediate 14, 0.16 g) in 2 ml of MeOH was added. The reaction temperature was gradually increased to 90° C. and the reaction was stirred at that temperature for 2 hours. Then MeOH was removed and the remaining aqueous solution was cooled to 0° C. and acidified with 3 M HCl (pH ˜2). The acidic solution was extracted with EtOAc, the combined organic extracts were dried over magnesium sulfate and concentrated to give brown solid (0.07 g, crude).

後処理

  1. customThen MeOH was removed
  2. temperaturethe remaining aqueous solution was cooled to 0° C.
  3. extractionThe acidic solution was extracted with EtOAc
  4. dry with materialthe combined organic extracts were dried over magnesium sulfate
  5. concentrationconcentrated
  6. customto give brown solid (0.07 g, crude)

出典と根拠

ORDレコード
ord-7594a4d07d7740ce83abc641d23f7e13
出典データセット
uspto-grants-2010_05
特許番号
US07709503B2

反応ノート

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