Hydrochloric Acid → HCID 54478558, compound

HRID 2231387Notes

Reaction equation

HRID 2231387 reaction equation
[CH3:1][CH:2]1[CH:7]([CH3:8])[C:6](=[O:9])[C:5]([CH3:10])=[C:4](C(=O)C(C)Br)[O:3]1.[CH2:16]([Mg]Br)[CH3:17].[Mg].[CH2:21](Br)[CH3:22].Cl.[CH2:25](OCC)C>>[CH3:1][CH:2]1[CH:7]([CH3:8])[C:6](=[O:9])[C:5]([CH3:10])=[C:4]([C:16]([CH3:17])=[CH:25][CH2:21][CH3:22])[O:3]1

Participants

7

Reactant 6

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether3×HCID 6332Ethyl BromideHCID 5462224Magnesium2×HCID 21286951HCID 21286951, compoundHCID 178418443HCID 178418443, compound

Product 1

HCID 54478558HCID 54478558, compoundYield 79%

Procedure

An ethyl ether solution of 13.8 g (0.05 moles) of 2,3-dihydro-2,3,5-trimethyl-6-(2-methyl-2-bromo-1-oxoethyl)-4H-pyran-4-one was dripped to ethylmagnesium bromide prepared from 1.5 g of magnesium and 6.6 g of ethyl bromide in 200 ml of ethyl ether. After the ether solution was agitated at room temperature for 1 hour, 1.2 g (0.05 moles) of magnesium were added and the mixture was agitated for 3 more hours. The reaction mixture was poured into 100 ml of dilute hydrochloric acid to concentrate the ether layer, thereby providing 7.9 g of 2,3-dihydro-2,3,5-trimethyl-6-(1-methyl-1-butenyl)-4H-pyran-4-one. The yield was 79%.

Workup

  1. concentrationto concentrate the ether layer

Sources & evidence

ORD record
ord-9f31d433adcf4439b3b823881ce7df17
Source dataset
uspto-grants-1988_11
Patent number
US04782168

Reaction notes

Loading…