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

HRID 2233815노트

반응식

HRID 2233815 반응식
[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]

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 58066127Ethyl 4-cyano-5-methyl-1H-pyrrole-2-carboxylate2회

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
90 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-7594a4d07d7740ce83abc641d23f7e13
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709503B2

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