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

HRID 1531982
ノート
印刷プレビュー

反応式

HRID 1531982 の反応式
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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 798Indole2 回HCID 14798Sodium HydroxideHCID 22247342N-(1-octyl-5-ethoxycarbonylmethyl-4,6-dimethylindol-7-yl)-2,2-dimethylpropanamide

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒
HCID 962
Water
溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c3ea3e115ec4409d87796ef617829894
出典データセット
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06200988B1

反応ノート

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