1,2-Dichloroethane → 2,7-Bis(4-(6-acryloyloxyhexyl)oxybenzoyloxy)-9-methylfluorene

HRID 2416366Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2416366
[OH:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([OH:15])=[CH:9][CH:10]=3)[CH:5]([CH3:16])[C:4]=2[CH:3]=1.[C:17]([O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][O:28][C:29]1[CH:37]=[CH:36][C:32]([C:33](O)=[O:34])=[CH:31][CH:30]=1)(=[O:20])[CH:18]=[CH2:19].[CH2:38](Cl)[CH2:39]Cl.ClCCl>CN(C1C=CN=CC=1)C.O>[C:17]([O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][O:28][C:39]1[CH:38]=[CH:36][C:32]([C:33]([O:1][C:2]2[CH:14]=[CH:13][C:12]3[C:11]4[C:6](=[CH:7][C:8]([O:15][C:33](=[O:34])[C:32]5[CH:36]=[CH:37][C:29]([O:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][O:21][C:17](=[O:20])[CH:18]=[CH2:19])=[CH:30][CH:31]=5)=[CH:9][CH:10]=4)[CH:5]([CH3:16])[C:4]=3[CH:3]=2)=[O:34])=[CH:31][CH:30]=1)(=[O:20])[CH:18]=[CH2:19]

Komponenten

7

Edukt 4

HCID 111,2-DichloroethaneHCID 6344DichloromethaneHCID 37135654-((6-(Acryloyloxy)hexyl)oxy)benzoic acidHCID 219606279-methyl-9H-fluorene-2,7-diol

Produkt 1

HCID 220350072,7-Bis(4-(6-acryloyloxyhexyl)oxybenzoyloxy)-9-methylfluoreneAusbeute 10,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 2,7-dihydroxy-9-methylfluorene (0.5 g), 4-(6-acryloyloxyhexyloxy)benzoic acid (1.52 g), EDC (0.99 g), DMAP (5.76 mg) and dichloromethane (30 mL) was stirred at a room temperature for 12 hours. Water was added to the reaction mixture, and the separated organic layer was washed with water and dried on anhydrous magnesium sulfate. The solvent was distilled off from this organic layer under reduced pressure, and the resulting residue was purified by means of column chromatography (silica gel, eluting solvent: toluene/ethyl acetate [95/5]) and recrystallization (ethanol/ethyl acetate) to obtain 2,7-bis(4-(6-acryloyloxyhexyl)oxybenzoyloxy)-9-methylfluorene (0.19 g) of a white solid matter.

Aufarbeitung

  1. washthe separated organic layer was washed with water
  2. dry with materialdried on anhydrous magnesium sulfate
  3. distillationThe solvent was distilled off from this organic layer under reduced pressure
  4. customthe resulting residue was purified by means of column chromatography (silica gel, eluting solvent: toluene/ethyl acetate [95/5]) and recrystallization (ethanol/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-9c38f7096ab2404f90550eb351a0b975
Quelldatensatz
uspto-grants-2004_11
Patentnummer
US06824709B2

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