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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1596816Generated: October 31, 2026

Diethyl Ether → HCID 20688053, compound

https://huagongshe.com/reaction/1596816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant1-PentyneHCID 12309—
Reactant2,2-ditert-butyloxiraneHCID 329399—
ReactantButyllithiumHCID 178418339—
SolventPentaneHCID 8003—
SolventHexamethylphosphoramideHCID 12679—
ProductHCID 20688053HCID 2068805384.3%

Reaction Steps

1.26 ml (12.8 mmol) 1-pentyne were added dropwise at 0° C. under argon for 5 minutes to 8.0 ml (12.8 mmol) of a 1.6-molar n-butyllithium solution in pentane. The solution obtained was cooled for another 15 minutes, and then the solvent was withdrawn under reduced pressure. 5 ml HMPA and a solution of 1.0 g (6.4 mmol) 2,2-di-tert-butyloxirane in 2 ml HMPA were added. The reaction solution was stirred for 20 hours at room temperature. Subsequently, it was processed analogous to Example 1. The raw product obtained was cleaned by means of a silica column with 2% diethyl ether/light gasoline. There were obtained 1.21 g (84%) 3-tert-butyl-2,2-dimethylnon-5-in-3-ol

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06291713B1
Source datasetuspto-grants-2001_09
ORD IDord-078e20830dac494285372dda7a6ff218
Source noteuspto-grants-2001_09