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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 979021Generated: October 28, 2026

Sodium Iodide → HCID 13922769, compound

https://huagongshe.com/reaction/979021

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantDimethylformamideHCID 6228—
ReactantBenzyl BromideHCID 7498—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 12839939HCID 12839939—
SolventEthyl AcetateHCID 8857—
ProductHCID 13922769HCID 1392276980%

Reaction Steps

A mixture of 4.4 mmol of 2-(t-butyloxycarbonylamino)-3-methylpent-4-eneoic acid (2R,3S; 3S,2R) prepared by the method of P. A. Bartlett et al., J. Org. Chem., 1982, 47, 3933, in 10 ml. of dry DMF containing 4.4 mmol of benzyl bromide, 4.4 mmol of sodium bicarbonate and 10 mg. of sodium iodide was stirred for 15 minutes at 20° C. The mixture was dissolved in ethyl acetate, the solution washed three times with water, was dried over sodium sulfate, filtered and evaporated. The ester product was purified by flash chromatography on silica gel. The ester was obtained in an 80% yield as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04666835
Source datasetuspto-grants-1987_05
ORD IDord-9011d7cb2bc24519a3f6c2bbaad32ad2
Source noteuspto-grants-1987_05