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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 400280Generated: October 29, 2026

Ethyl chloroformate → Tris(8-ethoxycarbonyl-2,2,6,6-tetramethylbenzo[1,2-d:4,5-d']-bis(1,3)dioxole-4-yl)methane

https://huagongshe.com/reaction/400280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroformateHCID 10928—
ReactantTris(2,2,6,6-tetramethyl-benzo[1,2-d:4,5-d']bis(1,3)-dioxole-4-yl)methaneHCID 67729115—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductTris(8-ethoxycarbonyl-2,2,6,6-tetramethylbenzo[1,2-d:4,5-d']-bis(1,3)dioxole-4-yl)methaneHCID 1894307145.9%

Reaction Conditions

Temperature-60 °C

Reaction Steps

Tris(2,2,6,6-tetramethylbenzo[1,2-d:4,5-d']-bis(1,3)dioxole-4-yl)methane (1.35 g, 2.0 mmol (Example 17)) was dissolved in dry THF (400 mL) under N2, and the temp was lowered to -40° C. and n-BuLi (4.86 mL, 12.2 mmol) was added and the temperature was allowed to rise gradually to 0° C. The mixture was cooled to -60° C., and a solution of ethylchloroformate (4.0, 36.7 mmol) in THF (50 mL) was added. The reaction mixture was left overnight and worked up as described under Example 20 above. The chromatography gave (0.41 g, 24%) of tris(8-ethoxycarbonyl-2,2,6,6-tetramethylbenzo[1,2-d:4,5-d']-bis(1,3)dioxole-4-yl)methane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05827501
Source datasetuspto-grants-1998_10
ORD IDord-1597a8428c5a45598998ab6a074da8c8
Source noteuspto-grants-1998_10