Hydrochloric Acid → Ethyl isobutyrylacetate

HRID 437481Notes

Reaction equation

[CH:1]([C:4]([CH3:6])=[O:5])([CH3:3])[CH3:2].[C:7](=O)([O:11]CC)[O:8][CH2:9][CH3:10].[H-].[Na+].Cl>C1C=CC=CC=1.CO.CN(C)P(=O)(N(C)C)N(C)C>[CH2:9]([O:8][C:7](=[O:11])[CH2:6][C:4](=[O:5])[CH:1]([CH3:3])[CH3:2])[CH3:10]

Participants

Conditions

Temperature: 30 °C

Procedure

10 g of methyl isopropyl ketone were added to a solution of 400 cc of benzene, 850 cc of diethyl carbonate, 200 cc of hexamethyl phosphoric acid triamide and 60 g of sodium hydride (80% in paraffin oil), and the reaction mixture was heated to 70° to 80° C. After the reaction had started, the reaction mixture was cooled to approximately 30° C, and a solution of 76 g of methyl isopropyl ketone in 200 cc of benzene was added dropwise over a period of 2 hours at that temperature. After the reaction mixture had stood overnight, methanol was carefully added to it with cooling, followed by acidification with aqueous hydrochloric acid. The reaction mixture was then treated as described in Example 1.1. The yield was 81% of 3-keto-4-methyl valeric acid ethyl ester.

Workup

temperaturethe reaction mixture was heated to 70° to 80° C
temperaturewith cooling
additionThe reaction mixture was then treated

Sources & evidence

ORD record: ord-536ef0988e1247c9b8ba504ce7cde6ea
Source dataset: uspto-grants-1977_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04031130

Reaction notes

Loading…