4-Nitrophenol → 2-(14-(4-Nitrophenoxy)-3,6,9,12-tetraoxatetradecyloxy)tetrahydro-2H-pyran

HRID 78710ノート

反応式

HRID 78710 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][CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][O:28]2)(=O)=O)=CC=1.C([O-])([O-])=O.[K+].[K+].[N+:39]([C:42]1[CH:47]=[CH:46][C:45](O)=[CH:44][CH:43]=1)([O-:41])=[O:40]>CN(C=O)C.O>[N+:39]([C:42]1[CH:47]=[CH:46][C:45]([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][CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][O:28]2)=[CH:44][CH:43]=1)([O-:41])=[O:40]

参加物

6

反応物 3

HCID 9804-NitrophenolHCID 11430Potassium CarbonateHCID 8670988714-((Tetrahydro-2H-pyran-2-yl)oxy)-3,6,9,12-tetraoxatetradecyl 4-methylbenzenesulfonate

生成物 1

HCID 867098882-(14-(4-Nitrophenoxy)-3,6,9,12-tetraoxatetradecyloxy)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 27 (2.90 g, 6.09 mmol) in anhydrous DMF (11 mL) were added K2CO3 (2.53 g, 18.3 mmol) and 4-nitrophenol (0.847 g, 6.09 mmol), and the reaction mixture was heated to 80° C. for 16 h. After cooling, 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 28 as an oily residue (2.65 g, 98%): 1H NMR (300 MHz, CDCl3) δ 8.18 (d, J=9.2 Hz, 2H), 6.99 (d, J=9.2 Hz, 2H), 4.69-4.56 (m, 1H), 4.28-4.17 (m, 2H), 3.97-3.42 (m, 18H), 1.95-1.41 (m, 6H). 13C NMR (75 MHz, CDCl3) δ 163.82, 141.40, 125.75, 114.52, 98.83, 70.81, 70.51, 70.43, 69.27, 68.15, 66.54, 62.12, 30.48, 25.34, 19.41.

後処理

  1. temperatureAfter cooling
  2. extractionextracted three times with CH2Cl2
  3. dry with materialdried over MgSO4
  4. concentrationThe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-187986b35c214013bf8b9e9acf5416d4
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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