Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 746173Generated: October 26, 2026

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

https://huagongshe.com/reaction/746173

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 of the magnesium has dissolved. 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, extracted with ether and the extracts are evaporated. The residue dissolves 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 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 numberUS04603012
Source datasetuspto-grants-1986_07
ORD IDord-1506b0621d3343768bd6d45da0e52234
Source noteuspto-grants-1986_07