4-Nitrophenol → 2-(17-(4-Nitrophenoxy)-3,6,9,12,15-pentaoxaheptadecyloxy)tetrahydro-2H-pyran

HRID 78713ノート

反応式

HRID 78713 の反応式
CC1C=CC(S([O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH2:21][CH2:22][O:23][CH2:24][CH2:25][O:26][CH2:27][CH2:28][O:29][CH:30]2[CH2:35][CH2:34][CH2:33][CH2:32][O:31]2)(=O)=O)=CC=1.C([O-])([O-])=O.[K+].[K+].[N+:42]([C:45]1[CH:50]=[CH:49][C:48](O)=[CH:47][CH:46]=1)([O-:44])=[O:43]>CN(C=O)C.O>[N+:42]([C:45]1[CH:50]=[CH:49][C:48]([O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH2:21][CH2:22][O:23][CH2:24][CH2:25][O:26][CH2:27][CH2:28][O:29][CH:30]2[CH2:35][CH2:34][CH2:33][CH2:32][O:31]2)=[CH:47][CH:46]=1)([O-:44])=[O:43]

参加物

6

反応物 3

HCID 9804-NitrophenolHCID 11430Potassium CarbonateHCID 867098911-(2H-Tetrahydropyran-2-yloxy)-17-(p-toluenesulfonyloxy)-3,6,9,12,15-pentaoxaheptadecane

生成物 1

HCID 867098922-(17-(4-Nitrophenoxy)-3,6,9,12,15-pentaoxaheptadecyloxy)tetrahydro-2H-pyran

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

To a stirred solution of 34 (7.03 g, 13.5 mmol) in anhydrous DMF (24 mL) were added K2CO3 (5.60 g, 40.5 mmol), and 4-nitrophenol (1.88 g, 13.5 mmol). The reaction mixture was heated to 80° C. for 16 h. Upon completion, the reaction mixture was diluted in water, extracted three times with CH2Cl2, and then dried over MgSO4. The filtrate was concentrated under reduced pressure to give an oily residue, which provided 35 as a yellow oil without further purification (6.30 g, 96%): 1H NMR (300 MHz, CDCl3) δ 8.19 (d, J=9.3 Hz, 2H), 6.97 (d, J=9.3 Hz, 2H), 4.67-4.57 (m, 1H), 4.26-4.17 (m, 2H), 3.95-3.79 (m, 2H), 3.78-3.34 (m, 22H), 1.47-1.84 (m, 6H).

後処理

  1. extractionextracted three times with CH2Cl2
  2. dry with materialdried over MgSO4
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customto give an oily residue, which

出典と根拠

ORDレコード
ord-f0f871ae4c964a0e85d59b4a07ae8edd
出典データセット
uspto-grants-2014_09
特許番号
US08841460B2

反応ノート

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