Acetic Acid → [3-(4-Chlorophenylsulfanyl)-4-(hydroxyimino)-2-methyl-4,5,6,7-tetrahydro-1H-indol-1-yl]acetic acid

HRID 1516988노트

반응식

HRID 1516988 반응식
[OH-].[Na+].O.[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][C:12]2[C:20]3[C:19](=[N:21][OH:22])[CH2:18][CH2:17][CH2:16][C:15]=3[N:14]([CH2:23][C:24]([O:26]CC)=[O:25])[C:13]=2[CH3:29])=[CH:7][CH:6]=1.C(O)(=O)C>C(O)C>[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][C:12]2[C:20]3[C:19](=[N:21][OH:22])[CH2:18][CH2:17][CH2:16][C:15]=3[N:14]([CH2:23][C:24]([OH:26])=[O:25])[C:13]=2[CH3:29])=[CH:7][CH:6]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 76689533HCID 76689533, 화합물

생성물 1

HCID 75310823[3-(4-Chlorophenylsulfanyl)-4-(hydroxyimino)-2-methyl-4,5,6,7-tetrahydro-1H-indol-1-yl]acetic acid

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
40 °C

실험 절차

Aqueous sodium hydroxide (1M, 10 mL, 10 mmol) and water (20 mL) were added to a stirred suspension of ethyl [3-(4-chloro-phenylsulfanyl)-4-(hydroxyimino)-2-methyl-4,5,6,7-tetrahydro-1H-indol-1-yl]acetate (4.0 g, 10.2 mmol) and ethanol 40 mL) and the mixture was warmed up to 40° C. After 1.5 h at this temperature, the reaction mixture was allowed to cool to r.t. and held overnight. The suspension was reheated to 33° C. and acetic acid (1.7 mL, 29.7 mmol) added to the resulting solution. The mixture was allowed to cool to r.t., the solid product was collected by filtration, washed with water (2×20 mL), then dried under vacuum at 30° C. to provide the title compound as a solid; 2.94 g (79%); purity by HPLC 98.9 area %

후처리

  1. temperatureto cool to r.t.
  2. waitheld overnight
  3. customwas reheated to 33° C.
  4. temperatureto cool to r.t.
  5. filtrationthe solid product was collected by filtration
  6. washwashed with water (2×20 mL)
  7. customdried under vacuum at 30° C.

출처 및 근거

ORD 기록
ord-9306a98cc8954d31868dc64429fe6f64
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08227622B2

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