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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1683388Generated: November 3, 2026

Formaldehyde → (R)-1-(4-Bromo-2-butynyl)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-pyrrolidinone

https://huagongshe.com/reaction/1683388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantDiethylamineHCID 8021—
ReactantCyanogen BromideHCID 10476—
ReactantHCID 15086768HCID 15086768—
SolventAcetic AcidHCID 176—
SolventDiethyl EtherHCID 3283—
Solvent1,4-DioxaneHCID 31275—
Product(R)-1-(4-Bromo-2-butynyl)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-pyrrolidinoneHCID 5424023017.9%

Reaction Steps

The title compound is prepared by the procedure of Example 23 using 10.7 g of (R)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-propargyl-2-pyrrolidinone, 8.7 ml of diethylamine, 3.2 g of paraformaldehyde, 0.10 g of cuprous chloride, 15 ml of lo acetic acid and 100 ml of dioxane. Ten grams of the diamine intermediate is treated with 3.5 g of cyanogen bromide in 150 ml of diethyl ether to give 2.05 g of the desired compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05637731
Source datasetuspto-grants-1997_06
ORD IDord-7f0b441652744b3bbb0d657a9dec6177
Source noteuspto-grants-1997_06