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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 265018Generated: October 29, 2026

Triethylamine → HCID 88373216, compound

https://huagongshe.com/reaction/265018

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(R)-3-(N-Isopropyl,N-n-propylamino)-5-trifluoromethanesulfonyloxychromanHCID 10619825—
ReactantN,N-dimethylformamide methanolHCID 21901440—
ProductHCID 88373216HCID 8837321682%

Reaction Conditions

Temperature70 °C

Reaction Steps

(R)-3-(N-Isopropyl,N-n-propylamino)-5-trifluoromethanesulfonyloxychroman (4.0 g, 10.5 mmol), triethylamine (2.3 g, 23.1 mmol) and a mixture of DMF/MeOH (18 mL, 6:2) was mixed in a three necked round-bottom flask. The flask was evacuated followed by inlet of CO-gas (repeated two times). Finally 1,3-bis(diphenylphosphino)propane (0.l 1 g) and palladium(II)acetate (0.07 g) was added. The mixture was stirred at 70° C. for 17 hours. The reaction mixture was diluted with diethyl ether, washed with 2M NH3 and dried (MgSO4). Removal of solvent in vacuo gave a brown oily residue which was purified by flash chromatography (SiO2, CH2Cl2 /EtOAc; 10:1) to give the title compound in 82% yield (2.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05646309
Source datasetuspto-grants-1997_07
ORD IDord-160cd5777565438c9793415aff4315ef
Source noteuspto-grants-1997_07