Alumina → Methyl cyclohexanecarboxylate

HRID 36057

Reaction equation

HRID 36057 reaction equation
[C:1]1(C(OC)=O)([C:7]([O:9][CH3:10])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[O-2].[Al+3].[O-2].[O-2].[Al+3]>CO>[CH:1]1([C:7]([O:9][CH3:10])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 9989226AluminaHCID 10965525Dimethyl Cyclohexane-1,1-dicarboxylate

Product 1

HCID 20748Methyl cyclohexanecarboxylateYield 316%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Per hour a solution of 4.5 g of dimethyl 1,1-cyclohexanedicarboxylate in 4.5 g of methanol was passed at 275° C. over 5 g of aluminum oxide. The exit mixture obtained over 6 hours (36.5 g) was distilled to yield 10.1 g of methyl cyclohexanecarboxylate (53%, based on diester used) and 7.7 g of the starting material.

Workup

  1. customThe exit mixture obtained over 6 hours (36.5 g)
  2. distillationwas distilled

Sources & evidence

ORD record
ord-2cbfd30ef447489789c90ee246ab483c
Source dataset
uspto-grants-1995_05
Patent number
US05412120

Linked notes

Loading…