1-Methylpiperazine → (3,5-Di-tert-butyl-4-hydroxy-phenyl)-[(N'-methyl)-N-piperazinyl]-acetic acid ethyl ester

HRID 850341Notes

Reaction equation

Br[CH:2]([C:8]1[CH:13]=[C:12]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:11]([OH:18])=[C:10]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:9]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH3:23][N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1>>[CH2:6]([O:5][C:3](=[O:4])[CH:2]([C:8]1[CH:13]=[C:12]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:11]([OH:18])=[C:10]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:9]=1)[N:27]1[CH2:28][CH2:29][N:24]([CH3:23])[CH2:25][CH2:26]1)[CH3:7]

Participants

Reactant 2

HCID 531671-Methylpiperazine

HCID 12018252Ethyl 2-bromo-(3,5-di-t-butyl-4-hydroxyphenyl)-acetate

Product 1

HCID 9908454(3,5-Di-tert-butyl-4-hydroxy-phenyl)-[(N'-methyl)-N-piperazinyl]-acetic acid ethyl ester

Procedure

The compound was synthesized as in Example 17 from Intermediate 11 (2.3 g, 6.2 mmol) and N-methylpiperazine (1.60 g, 16 mmol). This gave 1.1 g (46%) of pure product.

Sources & evidence

ORD record: ord-474927ea032f46fda73ee0b23336d196
Source dataset: uspto-grants-2000_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06017918

Reaction notes

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