Lithium Hydroxide → 1-(4-Chlorobenzyl)-1H-indole-2-carboxylic acid

HRID 83596노트

반응식

HRID 83596 반응식
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=[C:8]2[C:16]([O:18]CC)=[O:17])=[CH:4][CH:3]=1.[OH-].[Li+]>C1COCC1.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=[C:8]2[C:16]([OH:18])=[O:17])=[CH:21][CH:22]=1

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 10519288Ethyl 1-(4-chlorobenzyl)-1H-indole-2-carboxylate

생성물 1

HCID 223108991-(4-Chlorobenzyl)-1H-indole-2-carboxylic acid

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

반응 조건

온도
60 °C

실험 절차

Ethyl 1-(4-chlorobenzyl)-1H-indole-2-carboxylate (2.00 g, 6.37 mmol) and lithium hydroxide (1.53 g, 63.7 mmol) were dissolved in THF:water (10 mL: 20 mL). The reaction was heated at 60° C. overnight. The reaction was cooled and further diluted with water. The reaction was transferred into a separatory funnel and was washed with diethyl ether. The aqueous layer was acidified using 2N HCl to pH 2 where a white solid formed. The suspension was returned to the separatory funnel and was washed with ethyl acetate. The organic layer was dried over magnesium sulfate, filtered and concentrated to obtain pure product as a white solid. Yield: 1.47 g, (White solid).

후처리

  1. temperatureThe reaction was cooled
  2. customThe reaction was transferred into a separatory funnel
  3. washwas washed with diethyl ether
  4. customformed
  5. washwas washed with ethyl acetate
  6. dry with materialThe organic layer was dried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customto obtain pure product as a white solid

출처 및 근거

ORD 기록
ord-e1e08fd48440426d91aa1e8b93a2939a
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846684B2

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