Benzyl Bromide → N-benzyl-N-(1,2,2,6,6-pentamethylpiperidin-4-yl)hydroxylamine

HRID 1489849Notes

Reaction equation

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

Participants

Reactant 2

HCID 7498Benzyl Bromide

HCID 2419501,2,2,6,6-Pentamethyl-piperidin-4-one oxime

Product 1

HCID 22902720N-benzyl-N-(1,2,2,6,6-pentamethylpiperidin-4-yl)hydroxylamineYield 40%

Procedure

Following the procedure of Example 1, the title compound is prepared from 1,2,2,6,6-pentamethylpiperidin-4-one oxime (5.0 g, 27 mmol) and benzyl bromide (4.6 g, 27 mmol) in a 40% yield to give 3.0 g of a white solid which melts at 107°-108° C. after recrystallization from ethanol.

Sources & evidence

ORD record: ord-f378d297fea94299ab04ca3d37816a71
Source dataset: uspto-grants-1997_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05679794

Reaction notes

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