Diethyl 2,5-dibromohexanedioate synthesis
- Product Name:Diethyl 2,5-dibromohexanedioate
- CAS Number:869-10-3
- Molecular formula:C10H16Br2O4
- Molecular Weight:360.04
meso-2,5-Dibromo-hexanedioic acid diethyl ester JS-053: Adipic acid (795 g, 3.93 mol) was added in small portions to thionylchloride (980 mL, 5.44 mol) for 2 hours at 65 degC. This suspension was mechanically stirred and heated on an oil bath for an additional 3.5 hours at 70 degC, until the gas evolution was finished. To the UV lamp irradiated (2x 120W) solution was added dropwise bromine (664 mL, 12.48 mol) for 7 hours at 85-95 degC. After finishing of absorption of bromine, the reaction mixture was cooled down, poured into ethanol (4000 mL, 96 %) at -5 degC and mechanically stirred for an additional 1 week at rt. Crystals were filtered off and washed with ethanol (2x 300 mL, 96 %) to afford meso-2,5-dibromo-hexanedioic acid diethyl ester (JS-053, 1343 g, 3.73 mol, yield 95 %, GC 98 %, mp 66 degC/lit.
124-04-9
1062 suppliers
$6.00/25g
869-10-3
261 suppliers
$20.00/5g
Yield:-
Reaction Conditions:
with thionyl chlorideBehandeln des nicht isolierten Adipinsaeuredichlorids mit der entsprechenden Menge Brom und Eintragen des Reaktionsprodukts in Alkohol;higher-melting α.α'-dibromo-adipic acid diethyl ester;
References:
Vogt [vol. 2,p. 82][Chemisches Zentralblatt,1926,vol. 97,# I,p. 2341] Ingold [Journal of the Chemical Society,1921,vol. 119,p. 954][Journal of the Chemical Society,1921,vol. 119,p. 319]
124-04-9
1062 suppliers
$6.00/25g
869-10-3
261 suppliers
$20.00/5g
124-04-9
1062 suppliers
$6.00/25g
869-10-3
261 suppliers
$20.00/5g
111-50-2
220 suppliers
$10.00/1g
869-10-3
261 suppliers
$20.00/5g
111-50-2
220 suppliers
$10.00/1g
869-10-3
261 suppliers
$20.00/5g