Dichloromethane → Dimethyl 1,4-cyclohexanedicarboxylate

HRID 385199

Reaktionsgleichung

Reaktionsgleichung von HRID 385199
[CH:1]1([C:11]([O:13][CH3:14])=[O:12])[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH3:10])=[O:8])[CH:3]=[CH:2]1.C1(C(OC)=O)CCC(C(OC)=O)CC=1.C(Cl)Cl>[Pd].C(O)C>[CH:4]1([C:7]([O:9][CH3:10])=[O:8])[CH2:3][CH2:2][CH:1]([C:11]([O:13][CH3:14])=[O:12])[CH2:6][CH2:5]1

Komponenten

6

Edukt 3

HCID 6344DichloromethaneHCID 13633969Dimethyl cyclohex-1-ene-1,4-dicarboxylateHCID 59071935Dimethyl cyclohex-2-ene-1,4-dicarboxylate

Produkt 1

HCID 7198Dimethyl 1,4-cyclohexanedicarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of dimethyl cyclohex-2-ene-1,4-dicarboxylate and dimethyl cyclohex-1-ene-1,4-dicarboxylate is hydrogenated under balloon pressure at room temperature over Pd/C catalyst. If methylene chloride is used as the solvent, primarily the 2-ene tautomer is reduced, whereas most of the 1-ene tautomer remains unreacted. If ethanol is used as the solvent both tautomers are reduced.

Quellen und Nachweise

ORD-Eintrag
ord-29216c5567ad49a0b8cef5dab1ad8491
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367858B2

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