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

HRID 78713노트

반응식

HRID 78713 반응식
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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f0f871ae4c964a0e85d59b4a07ae8edd
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841460B2

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