Hydrogen Peroxide → N,N-ditetradecylhydroxylamine

HRID 2231345Notes

Reaction equation

HRID 2231345 reaction equation
[CH2:1]([N:15]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])CCC(OC)=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[OH:36]O>C(O)(C)C>[CH2:1]([N:15]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[OH:36])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 19844206Methyl 3-(Ditetradecylamino)propionate

Product 1

HCID 9910313N,N-ditetradecylhydroxylamineYield 44%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Using the general procedure of Example 2, 57.5 grams (0.116 mol) of the product of Example 7 in 450 ml of isopropanol is oxidized using 5.6 ml (0.15 Mol) of 70% aqueous hydrogen peroxide solution to give 21.5 grams (44% yield) of the above-named product as a white solid melting at 94°-96° C.

Sources & evidence

ORD record
ord-de7da7adfab84958890be68d7802be91
Source dataset
uspto-grants-1988_11
Patent number
US04782105

Reaction notes

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