Propargyl bromide → Ethyl 2,2-dimethylpent-4-ynoate

HRID 274822Notes

Reaction equation

HRID 274822 reaction equation
Br[C:2]([CH3:7])([CH3:6])[C:3]([OH:5])=[O:4].[CH2:8]([Li])[CH2:9][CH2:10]C.[CH2:13](Br)[C:14]#C>CCCCCC.O1CCCC1>[CH3:6][C:2]([CH3:7])([CH2:10][C:9]#[CH:8])[C:3]([O:5][CH2:13][CH3:14])=[O:4]

Participants

6

Reactant 3

HCID 7842Propargyl bromideHCID 749242-Bromo-2-methylpropanoic acidHCID 178418339Butyllithium

Product 1

HCID 14459632Ethyl 2,2-dimethylpent-4-ynoate

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent

Procedure

Amounts used: 14.7 ml (0.1 m, 19.5 g) of bromoisobutyric acid, 75 ml of 1.6M n-butyllithium solution in n-hexane, 40 ml of tetrahydrofuran and 17.85 g of propargylbromide.

Sources & evidence

ORD record
ord-31880714769c42a4ad0d2ffab5f3c039
Source dataset
uspto-grants-1995_02
Patent number
USRE034865

Reaction notes

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