Hydrochloric Acid → 1-butyl-4-cyano-1H-indole-6-carboxylic acid

HRID 348972

반응식

HRID 348972 반응식
[CH2:1]([N:5]1[C:13]2[C:8](=[C:9]([C:18]#[N:19])[CH:10]=[C:11]([C:14]([O:16]C)=[O:15])[CH:12]=2)[CH:7]=[CH:6]1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+].Cl>CO>[CH2:1]([N:5]1[C:13]2[C:8](=[C:9]([C:18]#[N:19])[CH:10]=[C:11]([C:14]([OH:16])=[O:15])[CH:12]=2)[CH:7]=[CH:6]1)[CH2:2][CH2:3][CH3:4]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21086135Methyl 1-butyl-4-cyano-1H-indole-6-carboxylate

생성물 1

HCID 210851701-butyl-4-cyano-1H-indole-6-carboxylic acid수율 4.5%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
40 °C

실험 절차

To a mixture of methyl 1-butyl-4-cyano-1H-indole-6-carboxylate (10.5 g) in methanol (15 mL) was added 1N NaOH (3.0 mL). The mixture was heated at 40° C. for 2 h then cooled to room temperature. The mixture was poured into 1N HCl and extracted into ethyl acetate. The ethyl acetate extract was dried over anhydrous magnesium sulfate and concentrated to give 0.45 g of the title compound: 1H NMR (CDCl3) δ 0.973, 1.38, 1.88, 4.27, 6.79, 7.48, 8.24, 8.38.

후처리

  1. temperaturethen cooled to room temperature
  2. extractionextracted into ethyl acetate
  3. extractionThe ethyl acetate extract
  4. dry with materialwas dried over anhydrous magnesium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8ac9de7a4e7e45339cd4f0a0b34117f1
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176242B2

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