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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873314Generated: November 2, 2026

6-(1-Ethynylbutoxy)-7,8-difluoro-2-pentylchroman → 5,6-Difluoro-3-pentyl-8-propyl-1,2,3,8-tetrahydropyrano[3,2-f]-chromene

https://huagongshe.com/reaction/1873314

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-(1-Ethynylbutoxy)-7,8-difluoro-2-pentylchromanHCID 58151900—
SolventN,N-DiethylanilineHCID 7061—
Solventtert-Butyl methyl etherHCID 15413—
Product5,6-Difluoro-3-pentyl-8-propyl-1,2,3,8-tetrahydropyrano[3,2-f]-chromeneHCID 58151918—

Reaction Steps

9.0 g (26.8 mmol) of 6-(1-ethynylbutoxy)-7,8-difluoro-2-pentylchroman are heated at 205° C. for 3 h in 90 ml of N,N-diethylaniline. The batch is diluted with MTBE and washed a number of times with 3 N HCl. The organic phase is dried using sodium sulfate and evaporated to dryness. The residue is purified by column chromatography (SiO2, n-heptane:MTBE=4:1), giving 5,6-difluoro-3-pentyl-8-propyl-1,2,3,8-tetrahydropyrano[3,2-f]-chromene as a pale-brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08303844B2
Source datasetuspto-grants-2012_11
ORD IDord-5ab23ce4abd542ec92b11f8b31310418
Source noteuspto-grants-2012_11