Acetone → 3,5-Di(3,5-di(4-vinylbenzyloxy)benzyloxy)benzylalcohol

HRID 2305988ノート

反応式

HRID 2305988 の反応式
[CH:1]([C:3]1[CH:28]=[CH:27][C:6]([CH2:7][O:8][C:9]2[CH:10]=[C:11]([CH:14]=[C:15]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][C:22]([CH:25]=[CH2:26])=[CH:21][CH:20]=3)[CH:16]=2)[CH2:12]Br)=[CH:5][CH:4]=1)=[CH2:2].[CH3:29][C:30]([CH3:32])=[O:31].[OH:33][C:34]1[CH:35]=[C:36]([CH:39]=[C:40]([OH:42])[CH:41]=1)[CH2:37][OH:38].[C:43]([O-:46])([O-])=O.[K+].[K+]>C1(C)C=CC=CC=1.CCCCCC.O.C(Cl)Cl>[CH:1]([C:3]1[CH:28]=[CH:27][C:6]([CH2:7][O:8][C:9]2[CH:10]=[C:11]([CH:14]=[C:15]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][C:22]([CH:25]=[CH2:26])=[CH:21][CH:20]=3)[CH:16]=2)[CH2:12][O:31][C:30]2[CH:32]=[C:16]([CH:9]=[C:10]([O:38][CH2:37][C:36]3[CH:35]=[C:34]([O:33][CH2:18][C:19]4[CH:24]=[CH:23][C:22]([CH:25]=[CH2:26])=[CH:21][CH:20]=4)[CH:41]=[C:40]([O:42][CH2:7][C:6]4[CH:5]=[CH:4][C:3]([CH:1]=[CH2:2])=[CH:28][CH:27]=4)[CH:39]=3)[CH:29]=2)[CH2:43][OH:46])=[CH:5][CH:4]=1)=[CH2:2]

参加物

9

反応物 4

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 346613,5-Dihydroxybenzyl alcoholHCID 184339453,5-Bis(4-vinylbenzyloxy)benzyl bromide

生成物 1

HCID 184339443,5-Di(3,5-di(4-vinylbenzyloxy)benzyloxy)benzylalcohol収率 81.9%

試薬・触媒・溶媒 4

HCID 962Water溶媒HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒HCID 8058Hexane溶媒

実験手順

A 250 ml flask is charged with 15 g (34.5 mmol, 2.2 eq) of bromide (2) and acetone (100 ml) under an argon atmosphere. To this solution is added 3,5-dihydroxybenzyl alcohol (2.2 g, 15.7 mmol), 0.82 g (31.0 mmol, 0.2 eq) 18-C-6 and 4.77 g (34-5 mmol, 2.2 eq) of K2CO3 and the mixture is stirred for 48 hours whereupon a yellow suspension is formed. To the mixture is added methylene chloride (200 ml) and water (200 ml). The organic phase is separated, dried over MgSO4 and evaporated to dryness. A dark brown oil is obtained which is dissolved in toluene (40 ml) and hexane (20 ml). Upon cooling, a white powder forms which is collected by filtration to give 10.92 g (81.9% of (3A).

後処理

  1. customis formed
  2. customThe organic phase is separated
  3. dry with materialdried over MgSO4
  4. customevaporated to dryness
  5. customA dark brown oil is obtained which
  6. temperatureUpon cooling
  7. filtrationa white powder forms which is collected by filtration

出典と根拠

ORDレコード
ord-87252774ade6491eba0a464b10b5b6ec
出典データセット
uspto-grants-2002_08
特許番号
US06441112B1

反応ノート

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