Water → Methyl 4-[(3-butyl-1-ethylthio-4-isoquinolinyl)-methyl]-benzoate

HRID 2260828노트

반응식

HRID 2260828 반응식
[CH2:1]([S:3][C:4]#[N:5])[CH3:2].O=[C:7]([CH2:26][CH2:27][CH2:28][CH3:29])[CH:8]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:9][C:10]1[CH:19]=[CH:18][C:13]([C:14]([O:16][CH3:17])=[O:15])=[CH:12][CH:11]=1.O.[OH-].[NH4+]>P(Cl)(Cl)(Cl)=O>[CH2:26]([C:7]1[N:5]=[C:4]([S:3][CH2:1][CH3:2])[C:21]2[C:20]([C:8]=1[CH2:9][C:10]1[CH:11]=[CH:12][C:13]([C:14]([O:16][CH3:17])=[O:15])=[CH:18][CH:19]=1)=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:27][CH2:28][CH3:29]

참가 물질

6

반응물 4

HCID 962WaterHCID 10968Ethyl thiocyanateHCID 14923Ammonium HydroxideHCID 18999079Methyl 4-(3-oxo-2-phenyl-heptyl)-benzoate

생성물 1

HCID 18999070Methyl 4-[(3-butyl-1-ethylthio-4-isoquinolinyl)-methyl]-benzoate

시약·촉매·용매 1

HCID 24813Phosphorus oxychloride용매

실험 절차

0.4 ml of ethyl thiocyanate and 0.45 ml of stannic chloride were added to a solution of 1 g of methyl 4-(3-oxo-2-phenyl-heptyl) benzoate of Step C in 20 ml of phosphorous oxychloride and the mixture was stirred for 10 hours at reflux, then poured into ice-cooled water. The mixture was stirred for 15 minutes and alkalized with concentrated ammonium hydroxide. Extraction was carried out with ethyl acetate and the extracts were washed with water, dried and evaporated to dryness. The residue was chromatographed on silica (eluant: hexane--ethyl acetate (9-1)) to obtain 0.57 g of the desired product melting at 70° C.

후처리

  1. temperatureat reflux
  2. additionpoured into ice-
  3. stirringThe mixture was stirred for 15 minutes
  4. extractionExtraction
  5. washthe extracts were washed with water
  6. customdried
  7. customevaporated to dryness
  8. customThe residue was chromatographed on silica (eluant: hexane--ethyl acetate (9-1))

출처 및 근거

ORD 기록
ord-64c9eeabc9384717812dd60ee6024c17
출처 데이터셋
uspto-grants-1995_12
특허 번호
US05478938

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