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Indole → 1H-Indole-5-acetic acid, 7-((2,2-dimethyl-1-oxopropyl)amino)-4,6-dimethyl-1-octyl-

HRID 1531982
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HRID 1531982 반응식
N1C2C(=CC=CC=2)C=C1.[CH2:10]([N:18]1[C:26]2[C:21](=[C:22]([CH3:41])[C:23]([CH2:35][C:36]([O:38]CC)=[O:37])=[C:24]([CH3:34])[C:25]=2[NH:27][C:28](=[O:33])[C:29]([CH3:32])([CH3:31])[CH3:30])[CH:20]=[CH:19]1)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].[OH-].[Na+]>CCO.O>[CH2:10]([N:18]1[C:26]2[C:21](=[C:22]([CH3:41])[C:23]([CH2:35][C:36]([OH:38])=[O:37])=[C:24]([CH3:34])[C:25]=2[NH:27][C:28](=[O:33])[C:29]([CH3:30])([CH3:31])[CH3:32])[CH:20]=[CH:19]1)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]
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참가 물질

6

반응물 3

HCID 798Indole2회HCID 14798Sodium HydroxideHCID 22247342N-(1-octyl-5-ethoxycarbonylmethyl-4,6-dimethylindol-7-yl)-2,2-dimethylpropanamide

생성물 1

HCID 158955711H-Indole-5-acetic acid, 7-((2,2-dimethyl-1-oxopropyl)amino)-4,6-dimethyl-1-octyl-수율 61%

시약·촉매·용매 2

HCID 702Ethanol용매
HCID 962
Water
용매

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온도
60 °C

실험 절차

0.70·1.10 (3H, br-t, —(CH2)7CH3), 1.10- 1.70 (15H, m, —CH2 CH3, —(CH2)6CH3), 1.38 (9H, s, —C(CH3)3), 2.21 (3H, s, —CH3), 2.47 (3H, s, —CH3), 3.79 (2H, m, —CH2 CO2—), 3.90·4.30 (4H, m, —CH2 CH3, >NCH2—), 6.42 (1H, t, J=3.5 Hz, Indole C3—H), 6.91 (1H, t, J=3.5 Hz, Indole C2—H), 7.12 (1H, br, —CONH—). (3) N-(1-Octyl-5-ethoxycarbonylmethyl-4,6-dimethylindol-7-yl)-2,2-dimethylpropanamide (3.5 g) was dissolved in EtOH (50 ml), and a solution of NaOH (1.6 g) in water (20 ml) was added, which was followed by stirring at 60° C. for 1 hr. EtOH was evaporated under reduced pressure, and the residue was dissolved in water (20 ml), and washed with AcOEt (10 ml). The aqueous layer was neutralized with 2N HCl and extracted with AcOEt (50 ml). The AcOEt layer was washed successively with saturated brine and dried over anhydrous sodium sulfate. AcOEt was evaporated under reduced pressure to give 2.0 g of the title compound.

후처리

  1. customEtOH was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in water (20 ml)
  3. washwashed with AcOEt (10 ml)
  4. extractionextracted with AcOEt (50 ml)
  5. washThe AcOEt layer was washed successively with saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customAcOEt was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-c3ea3e115ec4409d87796ef617829894
출처 데이터셋
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06200988B1

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