Hydrochloric Acid → 4-{[4-({6-[2-(Acryloyloxy)-1-methylethoxy]-6-oxohexyl}oxy)benzoyl]oxy}-2-methylphenyl 4-({6-[2-(acryloyloxy)-1-methylethoxy]-6-oxohexyl}oxy)benzoate

HRID 424305Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 424305
[C:1]([O:5][CH2:6][CH:7]([O:9][C:10](=[O:17])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]Br)[CH3:8])(=[O:4])[CH:2]=[CH2:3].[OH:18][C:19]1[CH:44]=[CH:43][C:22]([C:23]([O:25][C:26]2[CH:31]=[CH:30][C:29]([O:32][C:33](=[O:41])[C:34]3[CH:39]=[CH:38][C:37]([OH:40])=[CH:36][CH:35]=3)=[CH:28][C:27]=2[CH3:42])=[O:24])=[CH:21][CH:20]=1.[C:45]([O-:48])([O-:47])=O.[K+].[K+].Cl>CC(=O)CC>[C:1]([O:5][CH2:6][CH:7]([CH3:8])[O:9][C:10](=[O:17])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:18][C:19]1[CH:20]=[CH:21][C:22]([C:23]([O:25][C:26]2[CH:31]=[CH:30][C:29]([O:32][C:33](=[O:41])[C:34]3[CH:39]=[CH:38][C:37]([O:40][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:45]([O:48][CH:7]([CH3:8])[CH2:6][O:5][C:1](=[O:4])[CH:2]=[CH2:3])=[O:47])=[CH:36][CH:35]=3)=[CH:28][C:27]=2[CH3:42])=[O:24])=[CH:43][CH:44]=1)(=[O:4])[CH:2]=[CH2:3]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 109921202-Methyl-1,4-phenylene bis(4-hydroxybenzoate)HCID 590050292-[(6-Bromohexanoyl)oxy]propyl acrylate

Produkt 1

HCID 590050254-{[4-({6-[2-(Acryloyloxy)-1-methylethoxy]-6-oxohexyl}oxy)benzoyl]oxy}-2-methylphenyl 4-({6-[2-(acryloyloxy)-1-methylethoxy]-6-oxohexyl}oxy)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 2-[(6-bromohexanoyl)oxy]propyl acrylate (4.15 g), 4-[(4-hydroxybenzoyl)oxy]-2-methylphenyl 4-hydroxybenzoate (2.24 g) and K2CO3 (2.55 g) in 2-butanone (40 ml) was heated at 100° C. overnight. The reaction mixture was poured into HCl 1N (50 ml) and extracted twice with 80 ml of diethylether. The etheral extracts were dried over Na2SO4 and evaporated to dryness. The obtained pasty residue was purified by silica column chromatography to give nearly pure 4-{[4-({6-[2-(acryloyloxy)-1-methylethoxy]-6-oxohexyl}oxy)benzoyl]oxy}-2-methylphenyl 4-({6-[2-(acryloyloxy)-1-methylethoxy]-6-oxohexyl}oxy)benzoate as slightly yellow oil.

Aufarbeitung

  1. extractionextracted twice with 80 ml of diethylether
  2. dry with materialThe etheral extracts were dried over Na2SO4
  3. customevaporated to dryness
  4. customThe obtained pasty residue was purified by silica column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-c964ac44e6d444afb239752f5154e044
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08105662B2

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