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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 863370Generated: October 27, 2026

Tetrahydrofuran → HCID 178506024, compound

https://huagongshe.com/reaction/863370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant(3-Fluoropropyl)triphenylphosphonium bromideHCID 11429580—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 178520949HCID 178520949—
SolventEthyl AcetateHCID 8857—
ProductHCID 178506024HCID 17850602487.8%

Reaction Conditions

Temperature-20 °C

Reaction Steps

A mixture of (3-fluoropropyl)triphenylphosphonium bromide (11.2 g, 27.8 millimols) with THF (50 ml) was cooled down to -20° C., followed by adding t-BuOK (3.1 g, 27.8 millimols) to the mixture, stirring for one hour, dropwise adding to the mixture, a THF (100 ml) solution of trans-4-(trans-4-(3-fluoro-4-trifluoromethylphenyl)cyclohexyl)cyclohexanecarbaldehyde (9.0 g, 25.3 millimols) so as to keep the temperature at -20° C. or lower, stirring the mixture at the same temperature for 2 hours, and treating the reaction product in the same manner as in Example 2 except that the quantity of ethyl acetate used for extraction was made 400 ml, to obtain raw (trans-4-(trans-4-(4-fluorobutenyl)cyclohexyl)cyclohexyl)-3-fluoro-4-trifluoromethylbenzene (8.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05720899
Source datasetuspto-grants-1998_02
ORD IDord-895708be46334f66bb7a65e5d64da052
Source noteuspto-grants-1998_02