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

HRID 322606

Reaktionsgleichung

Reaktionsgleichung von HRID 322606
[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]

Komponenten

9

Edukt 4

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

Produkt 1

HCID 184339443,5-Di(3,5-di(4-vinylbenzyloxy)benzyloxy)benzylalcoholAusbeute 81,9 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittelHCID 6344DichloromethaneLösungsmittelHCID 8058HexaneLösungsmittel

Versuchsvorschrift

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. 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).

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-7c38a8d86c804a088e9b4407bbaf07ed
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06211316B1

Verknüpfte Notizen

Wird geladen…