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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2297089Generated: October 30, 2026

Water → 40137-00-6

https://huagongshe.com/reaction/2297089

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIsopreneHCID 6557—
ReactantDiethylamineHCID 8021—
ReactantHexaneHCID 8058—
ReactantButyllithiumHCID 178418339—
Product40137-00-6HCID 6243343—

Reaction Steps

A solution prepared by mixing 2.93 g (40.0 mmol) of diethylamine with 18.0 ml (180 mmol) of isoprene was introduced into a 100-ml pressure tube in a nitrogen atmosphere. Thereto was gradually added dropwise at 0° C. a solution (1.6 M solution) prepared by dissolving 0.064 g of n-butyllithium (1.0 mmol) in 0.63 ml of hexane. This mixture was stirred first at room temperature for 15 minutes and then at 90° C. for 2.5 hours. To the resultant reaction mixture was added 0.3 ml of water to deactivate the catalyst. After liquid separation, the organic layer was separated and distilled to recover the unreacted isoprene. Subsequently, the concentrate remaining after the isoprene recovery was distilled under reduced pressure to obtain 7.29 g (34.8 mmol; GC yield, 87.0%) of the target mixture comprising α-neryldiethylamine and neryldiethylamine. Boiling point, 83-85° C./400 Pa. Neryldiethylamine

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06489522B2
Source datasetuspto-grants-2002_12
ORD IDord-97691ebf6ba24161954dda104249c8aa
Source noteuspto-grants-2002_12