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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1956701Generated: October 27, 2026

Dibutyl squarate → 3-Butoxy-4-(1,2,2-trimethyl-propylamino)-cyclobut-3-ene-1,2-dione

https://huagongshe.com/reaction/1956701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDibutyl squarateHCID 65108—
Reactant2-Butanamine, 3,3-dimethyl-HCID 520907—
SolventTetrahydrofuranHCID 8028—
Product3-Butoxy-4-(1,2,2-trimethyl-propylamino)-cyclobut-3-ene-1,2-dioneHCID 54135011—

Reaction Steps

Tetrahydrofuran (15 mL), 3,4-dibutoxy-3-cyclobutene-1,2-dione (2.26 g, 10 mmol) and 2-amino-3,3-dimethylbutane (1.01 g, 10 mmol) were stirred together for approximately 65 hours at room temperature. The waxy solid remaining after removal of solvent was dissolved in chloroform (15 mL) and chromatographed (flash, ethyl acetate/hexane) on silica. The appropriate fractions were freed of solvent to yield 2.41 g (95%) of cream-colored waxy solid: mp 90°-9° C.° (softens 85° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05780505
Source datasetuspto-grants-1998_07
ORD IDord-84e32d30b63644d1bd43edc9c6aae857
Source noteuspto-grants-1998_07