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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849521Generated: October 31, 2026

Potassium Carbonate → Tert-butyl 5-chloro-4-((2,2-dimethylchroman-7-yloxy)methyl)-2-fluorobenzoate

https://huagongshe.com/reaction/1849521

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-7-olHCID 11041281—
ReactantHCID 86702928HCID 86702928—
SolventAcetoneHCID 180—
ProductTert-butyl 5-chloro-4-((2,2-dimethylchroman-7-yloxy)methyl)-2-fluorobenzoateHCID 86702867—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 2,2-dimethylchroman-7-ol (100 mg, 0.561 mmol), tert-butyl 4-(bromomethyl)-5-chloro-2-fluorobenzoate (191 mg, 0.590 mmol) and potassium carbonate (194 mg, 1.40 mmol) in acetone (30 mL) was stirred at 50° C. for 16 hrs. After cooling to room temperature, the mixture was extracted with EtOAc (150×5 mL). The combined orgaic layers were washed with brine, dried over Na2SO4, filtered and concentrated to give the crude product which was used in next step without further purification (290 mg, crude). LCMS (ESI) m/z: 420.8 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952169B2
Source datasetuspto-grants-2015_02
ORD IDord-931b74e83ade41afb5978745ec36b14b
Source noteuspto-grants-2015_02