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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849667Generated: November 1, 2026

Water → HCID 86703533, compound

https://huagongshe.com/reaction/1849667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactanttert-butyl 5-chloro-2,4-difluorobenzoateHCID 58042499—
Reactant(4,4-Difluoroadamantan-1-yl)methanolHCID 66521760—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 86703533HCID 8670353380.5%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of (4,4-difluoroadamantan-1-yl)methanol (1.00 g, 4.90 mmol) and tert-butyl 5-chloro-2,4-difluorobenzoate (1.84 g, 7.40 mmol) in anhydrous dimethylsulfoxide (20 mL) was added cesium carbonate (3.22 g, 9.90 mmol). The mixture was stirred at 70° C. for 16 hours. The mixture was then cooled to ambient temperature, and mixed with water (50 mL). The white solid was filtered and washed with hexanes and dried by air give the title compound as colorless solid (1.70 g, 80%): MS (ES+) m/z 431.1, 433.1 (M+1); 375.0, 377.0 (M−55).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952169B2
Source datasetuspto-grants-2015_02
ORD IDord-b45bb87bb97d4f58a568d4826b3cfea3
Source noteuspto-grants-2015_02