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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1534561Generated: October 30, 2026

Formaldehyde → (S)-4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-1-[4-(1-pyrrolidinyl)-2-butynyl]-2-pyrrolidinone

https://huagongshe.com/reaction/1534561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantPiperidineHCID 8082—
ReactantPyrrolidineHCID 31268—
Reactant(S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(2-propynyl)-2-pyrrolidinoneHCID 15086816—
SolventAcetic AcidHCID 176—
Solvent1,4-DioxaneHCID 31275—
Product(S)-4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-1-[4-(1-pyrrolidinyl)-2-butynyl]-2-pyrrolidinoneHCID 15086817—

Reaction Steps

A mixture of 1.5 g of (S)-4-[[(1,1-dimethylethyl)dimethylsily]oxy]-1-(2-propynyl)-2-pyrrolidinone, 20 ml of dioxane, 0.66 ml of pyrrolidine, 0.32 g of paraformaldehyde, 3.0 ml of acetic acid and 42 mg of cuprous chloride was reacted as described in Example 1 with the substitution of dimethylamine for piperidine. The residue was purified by chromatography (alumina), o giving 290 mg of the desired product as a pale yellow oil, [α]D26 =+4° (dichloromethane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05089518
Source datasetuspto-grants-1992_02
ORD IDord-dd0e72d77a6a40f18c3aea1ee99c3fa4
Source noteuspto-grants-1992_02