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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1712225Generated: November 2, 2026

Water → HCID 86622974, compound

https://huagongshe.com/reaction/1712225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl methyl etherHCID 15413—
Reactant4-Nitrophenyl chloroformateHCID 82129—
ReactantHCID 86622972HCID 86622972—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
ProductHCID 86622974HCID 86622974—

Reaction Conditions

Temperature25 °C

Reaction Steps

Under a nitrogen atmosphere and warming to hold the outside temperature at 25° C., 2.29 g (18.8 mmol) of 4-(dimethylamino)pyridine, 10.9 mL (78.2 mmol) of triethylamine and 8.13 g (39.1 mmol) of p-nitrophenyl chloroformate were added to a t-butyl methyl ether (217 mL) solution of 14.5 g (15.6 mmol) of (8E,12E,14E)-6-(1-ethoxyethoxy)-7-hydroxy-6,10,12,16,20-pentamethyl-3,16,21-tris(triethylsiloxy)-18,19-epoxytricosa-8,12,14-trien-11-olide, following which stirring was carried out for 7 hours 30 minutes with maintaining the external temperature at 25° C. Water (145 mL) was then added to the reaction mixture, after which the organic phase was separated, yielding a t-butyl methyl ether solution of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790887B2
Source datasetuspto-grants-2010_09
ORD IDord-daf7d16290e64946a440140687c99f79
Source noteuspto-grants-2010_09