Sodium Iodide → Propanoic acid, 2-methyl-, 1-iodoethyl ester
Reaction equation
[I-:1].[Na+].Cl[CH:4]([O:6][C:7](=[O:11])[CH:8]([CH3:10])[CH3:9])[CH3:5]>CC#N>[I:1][CH:4]([O:6][C:7](=[O:11])[CH:8]([CH3:10])[CH3:9])[CH3:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Sodium iodide (4.5 g, 29.43 mmol) was dissolved in CH3CN (13 mL). Compound 13 (2.16 g, 14.4 mmol) and CH3CN (5 mL) were added and stirred for 6.5 hours. After filtering and concentrating, the reaction solution was diluted with ether (10 mL) and then re-concentrated to give 1.597 g of isobutyric acid 1-iodo-ethyl ester 14 (Yield: 46%). 1HNMR (CDCl3, 500 MHz) δ1.16-1.21 (m, 6H), 2.20 (d, J=5.5 Hz, 3H), 2.45-2.61 (m, 1H), 6.86 (q, J=6.0 Hz, 1H).
Workup
- filtrationAfter filtering
- concentrationconcentrating
- additionthe reaction solution was diluted with ether (10 mL)
- concentrationre-concentrated
Sources & evidence
- ORD record
- ord-ee64fc1c732b4f81b3a46c6f24c5c055
- Source dataset
- uspto-grants-2011_02
- Patent number
- US07879906B2
Reaction notes
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