Lithium Hydroxide → 3-Chloro-4H-thieno[3,2-b]pyrrole-5-carboxylic acid

HRID 1247524ノート

反応式

HRID 1247524 の反応式
[Cl:1][C:2]1[C:6]2[NH:7][C:8]([C:10]([O:12]C)=[O:11])=[CH:9][C:5]=2[S:4][CH:3]=1.[OH-].[Li+]>CO>[C:10]([C:8]1[NH:7][C:6]2[C:2]([Cl:1])=[CH:3][S:4][C:5]=2[CH:9]=1)([OH:12])=[O:11]

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 21906846HCID 21906846、化合物

生成物 1

HCID 219068633-Chloro-4H-thieno[3,2-b]pyrrole-5-carboxylic acid収率 100%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

3-Chloro-5-methoxycarbonyl-4H-thieno[3,2-b]pyrrole (Method 4; 0.61 g, 2.83 mmol) was taken up in MeOH (10 ml) and was heated under reflux. Aqueous lithium hydroxide (2.0M, 3.0 ml, 6.0 mmol) was added portionwise over 45 minutes. The mixture was heated under reflux for 30 minutes before being cooled and concentrated. Water (20 ml) was added and the solution was neutralised using aqueous hydrochloric acid (2.0M, 3.0 ml). The solution was extracted using EtOAc, and the combined organic layers were concentrated to afford the title compound as a yellow solid (0.57 g, 100%). NMR: 12.4 (1H, br), 7.4 (1H, s), 7.0 (1H, s); m/z 200.3.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux
  3. temperatureThe mixture was heated
  4. temperatureunder reflux for 30 minutes
  5. temperaturebefore being cooled
  6. concentrationconcentrated
  7. additionWater (20 ml) was added
  8. extractionThe solution was extracted
  9. concentrationthe combined organic layers were concentrated

出典と根拠

ORDレコード
ord-8df7d72c3f964181ac8780d021b5d278
出典データセット
uspto-grants-2006_10
特許番号
US07129249B2

反応ノート

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