Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1460727Generated: November 1, 2026

Sodium Iodide → HCID 54003150, compound

https://huagongshe.com/reaction/1460727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 53872938HCID 53872938—
SolventAcetonitrileHCID 6342—
ProductHCID 54003150HCID 5400315090.1%

Reaction Conditions

Temperature40 °C

Reaction Steps

Into 5 ml of dry acetonitrile were suspended 263 mg (1 millimole) of p-nitrobenzyl 2-diazoacetoacetate, 226 mg (1.5 millimoles) of tertbutyldimethylsilyl chloride and 210 mg (1.4 millimoles) of sodium iodide. To the mixture was added 220 μl (1.6 millimoles) of triethylamine under an argon atmosphere at a room temperature. The resultant was heated up to 40° C. and agitated at the same temperature overnight, followed by concentration under a reduced pressure. To the residue was added 20 ml of ethyl acetate, and the resultant was washed twice with 10 ml portions of water. The organic layer was dried and then concentrated to dryness under a reduced pressure to give 340 mg (yield 90%) of the desired compound in a yellow solid. The physical properties of the product were in agreement with those of the product obtained in Example 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05071966
Source datasetuspto-grants-1991_12
ORD IDord-845d709b25cb404cbdbe48a3a6b3b96a
Source noteuspto-grants-1991_12