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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1279614Generated: November 1, 2026

Water → HCID 22671994, compound

https://huagongshe.com/reaction/1279614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPentanalHCID 8063—
ReactantHCID 23378642HCID 23378642—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexamethylphosphoramideHCID 12679—
ProductHCID 22671994HCID 2267199440.8%

Reaction Steps

To a solution of 2-(N-isopropyl-methylsulfonylamino)-5-trifluoromethylphenyl methoxymethyl ether (135 mg; prepared in Reference Example 30.) in THF (3.0 ml), hexamethylphosphoramide (420 μl) was added in a stream of argon. At −78° C., n-butyl lithium (742 μl) was added dropwise thereto. The mixture was stirred for 1.5 hours. To the mixture, a solution of valeraldehyde (102 mg) in THF (1.0 ml) was added dropwise. The mixture was stirred for 30 minutes. To the reaction mixture, water was added. The mixture was extracted with ethyl acetate, washed, dried over and concentrated with the reduced pressure. The residue was purified on silica gel column chromatography (hexane:AcOEt=4:1) to give the title compound (69 mg) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06448290B1
Source datasetuspto-grants-2002_09
ORD IDord-0216a91411a24593b9cd8c2bb763581f
Source noteuspto-grants-2002_09