Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717574Generated: October 30, 2026

Tetrahydrofuran → HCID 12927583, compound

https://huagongshe.com/reaction/717574

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantDiazomethaneHCID 9550—
Reactant(4,6-Dichloropyrimidin-5-yl)acetaldehydeHCID 13989292—
SolventDiethyl EtherHCID 3283—
ProductHCID 12927583HCID 12927583—

Reaction Conditions

Temperature0 °C

Reaction Steps

A 500 mL two necked round bottom flask was charged with 2-(4,6-dichloropyrimidin-5-yl)acetaldehyde (1.2 g), dry diethyl ether (80 mL) and dry THF (80 mL). The reaction mixture was cooled to 0° C. and diazomethane solution in diethyl ether (30 mL) was slowly added under nitrogen atmosphere at 0° C. The reaction mixture was stirred at room temperature for 24 hours under nitrogen atmosphere before being quenched by acetic acid (20 mL), followed by water (100 mL). Aqueous layer was extracted with dichloromethane (2×25 mL). The combined organic layer was washed with brine (50 mL) and dried over anhydrous Na2SO4. Evaporation of solvents under reduced pressure gave crude 1-(4,6-dichloropyrimidin-5-yl)propan-2-one (0.94 g) which was used as was. 1H NMR (DMSO-d6): δ 2.32 (s, 3H), 4.19 (s, 2H), 8.85 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193725B2
Source datasetuspto-grants-2015_11
ORD IDord-936318a9b3ae443aac6be25fe71211ab
Source noteuspto-grants-2015_11