Hydrochloric Acid → 3-Butyl-1-methyl-1H-indole-5-carboxylic acid

HRID 14213노트

반응식

HRID 14213 반응식
[CH2:1]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([O:16]CC)=[O:15])[CH:12]=2)[N:7]([CH3:19])[CH:6]=1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+].Cl>CO>[CH2:1]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([OH:16])=[O:15])[CH:12]=2)[N:7]([CH3:19])[CH:6]=1)[CH2:2][CH2:3][CH3:4]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21086101Ethyl 3-butyl-1-methyl-1H-indole-5-carboxylate

생성물 1

HCID 210857263-Butyl-1-methyl-1H-indole-5-carboxylic acid수율 89.2%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
50 °C

실험 절차

To a mixture of ethyl 3-butyl-1-methyl-1H-indole-5-carboxylate (0.294 g) in methanol (20 mL) was added 1N NaOH (10 mL). The mixture was stirred at 50° C. for 18 h, cooled to room temperature and poured into 1N HCl (50 mL). The mixture was extracted with ethyl acetate and the ethyl acetate extract was dried over anhydrous sodium sulfate and concentrated to dryness under reduced pressure to give 0.234 g (89%) of the title compound: 1H NMR (CD3OD) δ 0.965, 1.42, 1.69, 2.76, 3.77, 7.02, 7.35, 7.84, 8.29.

후처리

  1. temperaturecooled to room temperature
  2. extractionThe mixture was extracted with ethyl acetate
  3. extractionthe ethyl acetate extract
  4. dry with materialwas dried over anhydrous sodium sulfate
  5. concentrationconcentrated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-9d2835a08c0c4cf0bf017d1160dab88b
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07727997B2

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