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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1906641Generated: October 27, 2026

Magnesium → N-Boc-2-amino-2-methyl-4-(2,2,5,5-tetramethyl-1-cyclopentyl)butene

https://huagongshe.com/reaction/1906641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMagnesiumHCID 5462224—
Reactant2,2,5,5-Tetramethyl-1-cyclopentylmethylbromideHCID 13629261—
Reactanttert-butyl N-(2-methyl-1-oxopropan-2-yl)carbamateHCID 14578674—
SolventDiethyl EtherHCID 3283—
ProductN-Boc-2-amino-2-methyl-4-(2,2,5,5-tetramethyl-1-cyclopentyl)buteneHCID 70445521—

Reaction Steps

A solution of 2,2,5,5-Tetramethyl-1-cyclopentylmethyl bromide in ether is added slowly to magnesium turnings until the Grignard reagent begins to form. The remainder of the alkyl bromide is then added and the mixture is stirred until all the magnesium dissolves. At 0° C. a solution of N-Boc-2-amino-2-methylpropanal is then added and the mixture is stirred overnight. The reaction is quenched with 1M HCL, and extracted with ether and the extracts are evaporated. The residue is dissolved in dioxane and 2M H2SO4 is added. The mixture is heated until the alcohol is dehydrated, as shown by thin layer chromatography. Water is added and the mixture is extracted with ether. The organic layer is dried over MgSO4 and evaporated to give N-Boc-2-amino-2-methyl-4-(2,2,5,5-tetramethyl-1-cyclopentyl)butene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04652676
Source datasetuspto-grants-1987_03
ORD IDord-22b4a5018fdc43828c06dceaa90a6e32
Source noteuspto-grants-1987_03