Hydrochloric Acid → 3-Acetyl-hexanoic acid
Reaction equation
C(OC(=O)[C:5]([C:15](=[O:17])[CH3:16])([CH2:12][CH2:13][CH3:14])[CH2:6][C:7]([O:9]CC)=[O:8])C.Cl>[Cl-].[Na+].O>[C:15]([CH:5]([CH2:12][CH2:13][CH3:14])[CH2:6][C:7]([OH:9])=[O:8])(=[O:17])[CH3:16]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 105 °C
Procedure
To 35 g of 2-acetyl-2-propyl-succinic acid diethyl ester, is added concentrated HCl (200 ml). The mixture is refluxed (oil bath 105° C.) overnight and to it is added brine (100 ml). The mixture is extracted with EtOAc (4×150 ml) and the combined extracts are extracted with 2N aqueous NaOH solution (4×100 ml). The NaOH solution is then cooled to 0° C. and acidified with concentrated HCl. The mixture is extracted with EtOAc (4×200 ml) and the combined extracts are washed with brine (200 ml), dried (Na2SO4) and evaporated in vacuo, which provides the title product as a yellow oil.
Workup
- extractionThe mixture is extracted with EtOAc (4×150 ml)
- extractionthe combined extracts are extracted with 2N aqueous NaOH solution (4×100 ml)
- temperatureThe NaOH solution is then cooled to 0° C.
- extractionThe mixture is extracted with EtOAc (4×200 ml)
- washthe combined extracts are washed with brine (200 ml)
- dry with materialdried (Na2SO4)
- customevaporated in vacuo, which
Sources & evidence
- ORD record
- ord-193391ab9a2546ea8555bbc3878dac60
- Source dataset
- uspto-grants-2008_04
- Patent number
- US07351826B2
Reaction notes
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