Potassium Hydroxide → Ethyl hydrogen heptane-1,7-dioate
Reaction equation
[C:1]([O:13]CC)(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8].[OH-].[K+]>C(O)C>[CH2:10]([O:9][C:7](=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1]([OH:13])=[O:12])[CH3:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
To a solution of diethyl heptanedioate (65 g, 0.30 mol) in ethanol (400 mL) was added KOH (16.8 g, 0.30 mmol). The mixture was stirred at 80° C. for 24 hours and concentrated under reduced pressure. The resulting mixture was poured into water and the pH value of the solution was adjusted to 1 by concentrated H2SO4. After removal of the solvent, the crude product was purified by flash chromatography SiO2 (EtOH:EtOAc=1:10) to give the desired compound (38 g, yield 67%).
Workup
- concentrationconcentrated under reduced pressure
- additionThe resulting mixture was poured into water
- customAfter removal of the solvent
- customthe crude product was purified by flash chromatography SiO2 (EtOH:EtOAc=1:10)
Sources & evidence
- ORD record
- ord-e773c5f63f0e499bae0ca5d2669387a1
- Source dataset
- uspto-grants-2015_09
- Patent number
- US09133105B2
Reaction notes
Loading…