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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2222219Generated: October 31, 2026

Triethylamine → HCID 59712110, compound

https://huagongshe.com/reaction/2222219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantToluene-p-sulphonic anhydrideHCID 77773—
Reactant(2-{[(Oxan-2-yl)oxy]methyl}phenyl)methanolHCID 11345082—
SolventDichloromethaneHCID 6344—
SolventAmmonium ChlorideHCID 25517—
ProductHCID 59712110HCID 5971211078.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of {2-[(tetrahydro-2H-pyran-2-yloxy)methyl]phenyl}methanol (5.52 g, 24.84 mmol) in CH2Cl2 (100 ml) was cooled to 0° C. and treated with Et3N (6.92 ml, 49.68 mmol) followed by the addition of Ts2O (8.9 g, 27.33 mmol). The reaction stirred at 0° C. for 3.5 hours. The mixture was diluted with sat. NH4Cl and extracted with CH2Cl12 (2×). The combined organic solutions were washed with water, dried over Na2SO4 and concentrated in vacuo. The crude product was purified by normal phase chromatography (10% EtOAc/hexanes—20%) to give a light brown oil (7.36 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07371754B2
Source datasetuspto-grants-2008_05
ORD IDord-676f11735f084b89b3a25bd26dfc06c5
Source noteuspto-grants-2008_05