Bromomethylbutadiene → N-(2,4-pentadienyloxy)-tert-butyl-(dimethyl-tert-butylaminocarbonyl-methyl)-amine

HRID 1059036Notes

Reaction equation

[CH2:1]([O:4][N:5]([C:16]([CH3:19])([CH3:18])[CH3:17])[C:6]([CH3:15])([CH3:14])[C:7]([NH:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH:2]=[CH2:3].[C:20](N(C(C)(C)C(NC(C)(C)C)=O)O)(C)(C)[CH3:21].BrCC=CC=C>>[CH2:1]([O:4][N:5]([C:16]([CH3:19])([CH3:18])[CH3:17])[C:6]([CH3:15])([CH3:14])[C:7]([NH:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH:2]=[CH:3][CH:20]=[CH2:21]

Participants

Reactant 3

HCID 548848Bromomethylbutadiene

HCID 11207972N-allyloxy-tert-butyl-(dimethyl-tert-butylaminocarbonyl-methyl)-amine

HCID 22182216Tert-butyl-(dimethyl-tert-butylaminocarbonyl-methyl)-hydroxylamine

Product 1

HCID 73988146N-(2,4-pentadienyloxy)-tert-butyl-(dimethyl-tert-butylaminocarbonyl-methyl)-amineYield 80%

Procedure

The compound is prepared in analogy to compound 204 from tert-butyl-(dimethyl-tert-butylaminocarbonyl-methyl)-hydroxylamine and 1-brom-2,4-pentadien in 80% yield as colorless oil.

Sources & evidence

ORD record: ord-9d28527cf9954cc2b5c278a97c1acd60
Source dataset: uspto-grants-2003_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06518326B1

Reaction notes

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