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Nitrogen → HCID 57719158、化合物

HRID 1985241
ノート
印刷プレビュー

反応式

HRID 1985241 の反応式
C([O:3][C:4]([C:6]1([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)[CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5])C.[CH3:18][C:19]1[CH:47]=[CH:46][C:22]([CH2:23][N:24]2[CH2:28][CH:27]([CH2:29][CH2:30]OS(C3C=CC(C)=CC=3)(=O)=O)[N:26]([CH2:42][CH2:43][CH3:44])[C:25]2=[O:45])=[CH:21][CH:20]=1.C([O-])([O-])=O.[K+].[K+].N#N.[OH-].[Na+]>C(O)C>[CH3:18][C:19]1[CH:47]=[CH:46][C:22]([CH2:23][N:24]2[CH2:28][CH:27]([CH2:29][CH2:30][O:17][C:14]3[CH:13]=[CH:12][C:11]([C:6]4([C:4]([OH:3])=[O:5])[CH2:7][CH2:8][CH2:9][CH2:10]4)=[CH:16][CH:15]=3)[N:26]([CH2:42][CH2:43][CH3:44])[C:25]2=[O:45])=[CH:21][CH:20]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 947NitrogenHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 57718928HCID 57718928、化合物HCID 57719317HCID 57719317、化合物

生成物 1

HCID 57719158HCID 57719158、化合物収率 40%

試薬・触媒・溶媒 1

HCID 702
Ethanol
溶媒

実験手順

A mixture of 1-(4-hydroxy-phenyl)-cyclopentanecarboxylic acid ethyl ester (0.042 g, 0.179 mmol), toluene-4-sulfonic acid 2-[1-(4-methyl-benzyl)-2-oxo-3-propyl-imidazolidin-4-yl]-ethyl ester (0.085 g, 0.197 mmol) and 325 mesh K2CO3 (0.050 g, 0.362 mmol) in ethanol (5 mL) was heated at ref lux for under N2 for 16 h. The reaction was then treated with aqueous 5 N NaOH (0.5 mL) and heated to reflux 1.5 h. The reaction mixture was cooled, the solvent removed in vacuo. The resultant residue was acidified with aqueous 1 N HCl (10 mL) and extracted with Et2O. The organic layer was dried (MgSO4) and the solvent removed in vacuo to afford 0.058 g crude acid that was purified by preparative HPLC to afford 0.033 g (40%) 1-(4-{2-[1-(4-methyl-benzyl)-2-oxo-3-propyl-imidazolidin-4-yl]-ethoxy}-phenyl)-cyclopentanecarboxylic acid. MS (ES+) Calc'd for C28H37N2O4 (M+1) 465. Found m/z 465 (100%). 1H NMR.

後処理

  1. temperatureheated
  2. temperatureto reflux 1.5 h
  3. temperatureThe reaction mixture was cooled
  4. customthe solvent removed in vacuo
  5. extractionextracted with Et2O
  6. dry with materialThe organic layer was dried (MgSO4)
  7. customthe solvent removed in vacuo
  8. customto afford 0.058 g crude acid that
  9. customwas purified by preparative HPLC

出典と根拠

ORDレコード
ord-47e13ea165ca4f45ae068b65d00b2349
出典データセット
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07544812B2

反応ノート

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