Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2073676Generated: October 30, 2026

Diethyl Ether → HCID 14672406, compound

https://huagongshe.com/reaction/2073676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium IodideHCID 5238—
ReactantChloromethyl pivalateHCID 87885—
ReactantHCID 23685256HCID 23685256—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 14672406HCID 1467240621.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

57.4 mg (0.38 mmol) of chloromethyl pivalate was dissolved in 2 ml of acetone, and 63 mg (0.42 mmol) of sodium iodide was added thereto. The mixture was heated for 30 minutes at 50° C., and 4 ml of ethyl ether was added thereto. Insolubles were filtered off and the solvent was distilled off. Then, the residue was dissolved in 1 ml of N,N-dimethylformamide. 100 mg (0.217 mmol) of sodium 7β-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyiminoacetamido]-3-(4-cyanobenzyloxy)-3-cephem-4-carboxylate prepared in the same manner as in Example 12 was dissolved in 1 ml of N,N-dimethylformamide. The above solution was added to this solution under cooling with ice and stirred for 30 minutes at room temperature. Water and ethyl acetate was added to the reaction solution, and the ethyl acetate layer was separated and washed sequentially with a saturated sodium hydrogencarbonate aqueous solution and a saturated sodium chloride aqueous solution and dried over magnesium sulfate. The solvent was distilled off and the residue was triturated with ethyl ether to obtain 24.8 mg (yield: 21.2%) of the above-identified compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04918070
Source datasetuspto-grants-1990_04
ORD IDord-1070b3b5c7af4819bd8bf019e3e14737
Source noteuspto-grants-1990_04