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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844400Generated: November 1, 2026

2,6-Dichlorophenol → (R)-tert-butyl 1-(2,6-dichlorophenoxy)propan-2-ylcarbamate

https://huagongshe.com/reaction/1844400

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-DichlorophenolHCID 6899—
ReactantCesium carbonateHCID 10796—
Reactant(R)-tert-butyl 1-bromopropan-2-ylcarbamateHCID 57081792—
SolventAcetoneHCID 180—
Product(R)-tert-butyl 1-(2,6-dichlorophenoxy)propan-2-ylcarbamateHCID 8673107732.3%

Reaction Steps

Intermediate 5A (230 mg, 0.966 mmol), cesium carbonate (409 mg, 1.256 mmol) and 2,6-dichlorophenol (157 mg, 0.966 mmol) were heated in acetone (1 mL) under microwave irradiation at 100° C. for 30 min. The solvents were removed and CH2Cl2 was added. The organic phase was washed with H2O, dried over Na2SO4, filtered and concentrated. The colorless oil was purified by ISCO (hexanes/EtOAc) to give 100 mg of Intermediate 5B (100 mg, 0.312 mmol, 32.3% yield). LC-MS 219.9 (M-Boc+H), RT=2.23 min (Method B).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946430B2
Source datasetuspto-grants-2015_02
ORD IDord-1dd76d0f6d97401c82f381245b6df9b7
Source noteuspto-grants-2015_02