Sodium Sulfite → 1-[2-(1-Adamantyl)ethyl]-3-[3-oxo-3-(4-pyridyl)propyl]-1-pentylurea

HRID 11488

反応式

HRID 11488 の反応式
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C1=CC=CC=2)=O.[C:23]12([CH2:33][CH2:34][N:35]([CH2:49][CH2:50][CH2:51][CH2:52][CH3:53])[C:36]([NH:38][CH2:39][CH2:40][CH:41]([OH:48])[C:42]3[CH:47]=[CH:46][N:45]=[CH:44][CH:43]=3)=[O:37])[CH2:32][CH:27]3[CH2:28][CH:29]([CH2:31][CH:25]([CH2:26]3)[CH2:24]1)[CH2:30]2.S([O-])([O-])=O.[Na+].[Na+].C(=O)([O-])O.[Na+]>ClCCl.O.C(OCC)(=O)C>[C:23]12([CH2:33][CH2:34][N:35]([CH2:49][CH2:50][CH2:51][CH2:52][CH3:53])[C:36]([NH:38][CH2:39][CH2:40][C:41](=[O:48])[C:42]3[CH:47]=[CH:46][N:45]=[CH:44][CH:43]=3)=[O:37])[CH2:30][CH:29]3[CH2:28][CH:27]([CH2:26][CH:25]([CH2:31]3)[CH2:24]1)[CH2:32]2

参加物

8

反応物 4

HCID 24437Sodium SulfiteHCID 159087TriacetoxyperiodinaneHCID 516892Sodium BicarbonateHCID 219739861-[2-(1-Adamantyl)ethyl]-3-[3-hydroxy-3-(4-pyridyl)propyl]-1-pentylurea

生成物 1

HCID 219741111-[2-(1-Adamantyl)ethyl]-3-[3-oxo-3-(4-pyridyl)propyl]-1-pentylurea収率 87.8%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒2 回

実験手順

1,1,1-Triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one (221 mg, 0.526 mmol) was added to a solution of 1-[2-(1-adamantyl)ethyl]-3-[3-hydroxy-3-(4-pyridyl)propyl]-1-pentylurea (100 mg, 0.234 mmol) in anhydrous dichloromethane (2 ml) under ice-cooling, the temperature was raised to room temperature, and the mixture was stirred for one hour. The reaction mixture was cooled with ice again, ethyl acetate (10 ml), a saturated aqueous sodium sulfite solution (5 ml) and a saturated aqueous sodium hydrogencarbonate solution (5 ml) were added to the reaction mixture, and the whole was stirred for 15 minutes. The reaction mixture was distributed with ethyl acetate (50 ml) and water (10 ml), and the organic layer was washed with a saturated aqueous sodium sulfite solution (5 ml), a saturated aqueous sodium hydrogencarbonate solution (5 ml) and a saturated aqueous sodium chloride solution (25 ml) successively. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give 87.3 mg (87.8%) of the titled compound as colorless crystals.

後処理

  1. temperaturecooling
  2. temperatureThe reaction mixture was cooled with ice again
  3. stirringthe whole was stirred for 15 minutes
  4. washthe organic layer was washed with a saturated aqueous sodium sulfite solution (5 ml)
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-e566d59fdc5441c397562ebe5a903995
出典データセット
uspto-grants-2006_08
特許番号
US07098226B2

関連ノート

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