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

HRID 1247524노트

반응식

HRID 1247524 반응식
[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]

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 21906846HCID 21906846, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8df7d72c3f964181ac8780d021b5d278
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07129249B2

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