Dimethylformamide → 2,3,6,7,10,11-Hexakis[2-(2-methoxyethoxy)ethoxy]triphenylene

HRID 991377ノート

反応式

HRID 991377 の反応式
CN(C)[CH:3]=[O:4].[H-].[Na+].[OH:8][C:9]1[C:26]([OH:27])=[CH:25][C:24]2[C:23]3[C:18](=[CH:19][C:20]([OH:29])=[C:21]([OH:28])[CH:22]=3)[C:17]3[C:12](=[CH:13][C:14]([OH:31])=[C:15]([OH:30])[CH:16]=3)[C:11]=2[CH:10]=1.C1(C)C=CC(S(OO[CH2:43][CH2:44][O:45][CH2:46][CH2:47][O:48][CH3:49])(=O)=O)=CC=1>C(Cl)(Cl)Cl.O>[O:8]([C:9]1[C:26]([O:27][CH2:43][CH2:44][O:45][CH2:46][CH2:47][O:48][CH3:49])=[CH:25][C:24]2[C:23]3[C:18](=[CH:19][C:20]([O:29][CH2:43][CH2:44][O:45][CH2:46][CH2:47][O:48][CH3:49])=[C:21]([O:28][CH2:43][CH2:44][O:45][CH2:46][CH2:47][O:48][CH3:49])[CH:22]=3)[C:17]3[C:12](=[CH:13][C:14]([O:31][CH2:43][CH2:44][O:45][CH2:46][CH2:47][O:4][CH3:3])=[C:15]([O:30][CH2:43][CH2:44][O:45][CH2:46][CH2:47][O:48][CH3:49])[CH:16]=3)[C:11]=2[CH:10]=1)[CH2:43][CH2:44][O:45][CH2:46][CH2:47][O:48][CH3:49]

参加物

7

反応物 4

HCID 6228Dimethylformamide2 回HCID 24758Sodium hydrideHCID 110886102,3,6,7,10,11-HexahydroxytriphenyleneHCID 184135022-(2-Methoxyethoxy)ethoxy tosylate

生成物 1

HCID 152191092,3,6,7,10,11-Hexakis[2-(2-methoxyethoxy)ethoxy]triphenylene収率 5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6212Chloroform溶媒

実験手順

In a reaction vessel, 15 ml of dry N,N-dimethylformamide (DMF) and 0.77 g (19.3 mM) of NaH (60 W in mineral oil) were placed. Then, 0.92 g (2.84 mM) of 2,3,6,7,10,11-hexahydroxytriphenylene was added thereto on a water bath, and after 1 hour of stirring, a mixture liquid of 6.4 g (23.3 mM of 1,4,7-trioxaoctyl p-toluenesulfonate and 5 ml of dry DMF was added dropwise thereto, followed by 5 hours of stirring at 80° C. After the reaction, water was added to the reaction mixture, followed by extraction two times with toluene. The extract was washed with water and dried with anhydrous sodium sulfate, followed by distilling-off the solvent and purification three times by silica gel column chromatography (eluent: chloroform to obtain 0.14 g (0.15 mM) of 2,3,6,7,10,11-hexa(1,4,7-trioxaoctyl)triphenylene (Yield: 5%), which showed a melting point of 54 ° C.

後処理

  1. waitfollowed by 5 hours
  2. stirringof stirring at 80° C
  3. additionwas added to the reaction mixture
  4. extractionfollowed by extraction two times with toluene
  5. washThe extract was washed with water
  6. dry with materialdried with anhydrous sodium sulfate
  7. distillationfollowed by distilling-off the solvent and purification three times by silica gel column chromatography (eluent

出典と根拠

ORDレコード
ord-3035550a02f349e384590817d6bb760b
出典データセット
uspto-grants-2002_10
特許番号
US06464904B1

反応ノート

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