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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1111408Generated: October 30, 2026

P-Xylene → 5-(Tetradecyloxy)-2-furoic acid

https://huagongshe.com/reaction/1111408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-XyleneHCID 7809—
Reactant1-TetradecanolHCID 8209—
ReactantSodium hydrideHCID 24758—
Reactant5-Bromo-2-furanecarboxylic acidHCID 68511—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product5-(Tetradecyloxy)-2-furoic acidHCID 115175—

Reaction Steps

A mixture of 57.2 (0.300 mole) of 5-bromo-2-furoic acid, 102.0 g (0.45 mole) of tetradecanol, 18.0 g (0.750 mole) of sodium hydride and 2 liters of p-xylene are heated to reflux for 48 hours. The mixture is allowed to cool, then is acidified with acetic acid and diluted with 2 liters of water. The organic layer is separated, dried, evaporated to dryness, and the residue recrystallized from hexane to give 5-tetradecyloxy-2-furoic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04980371
Source datasetuspto-grants-1990_12
ORD IDord-9bc6a38a60a74b16a02c7fb17b8e5683
Source noteuspto-grants-1990_12