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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 485714Generated: November 1, 2026

Diethyl Ether → HCID 54330336, compound

https://huagongshe.com/reaction/485714

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantMonosodium phosphateHCID 23672064—
ReactantHCID 53724508HCID 53724508—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 54330336HCID 5433033643.8%

Reaction Conditions

Temperature-80 °C

Reaction Steps

47 ml of a solution of 2.34M of butyllithium in hexane were slowly added at -100° C. to a solution of 38.7 g of tert.-butyl (1R,trans) 2,2-dimethyl-3-(2,2-dibromovinyl)-cyclopropane-carboxylate, 200 ml of ether and 200 ml of tetrahydrofuran and the mixture was stirred for 90 minutes at -80° C. and was poured into iced aqueous monosodium phosphate solution. The mixture was extracted with benzene and the organic phase was evaporated to dryness under reduced pressure. The residue was rectified under reduced pressure to obtain 9.3 g of tert.-butyl (1R,trans) 2,2-dimethyl-3-ethynyl-cyclopropane-carboxylate with a boiling point of 30° C. at 0.1 mm Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04537897
Source datasetuspto-grants-1985_08
ORD IDord-84e1259cdd434735bcd1fd88909a41fe
Source noteuspto-grants-1985_08