Dioctylamine → Acetic acid, [2-(dioctylamino)-2-oxoethoxy]-

Reaction equation

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

Participants

Reactant 2

HCID 3094Dioctylamine

HCID 782321,4-Dioxane-2,6-dione

Product 1

HCID 4534750Acetic acid, [2-(dioctylamino)-2-oxoethoxy]-

Procedure

In Examples 2, 3 and 4 wherein a ratio of the amount (B mmol) of dioctylamine to the amount (A mmol) of diglycolic anhydride is 1.0≦B/A≦1.2, the DODGAA's were obtained in high yields while their Nd/Pr separation factor indicative of the separation ability of a metal extractant and the phase separation were satisfactory.

Sources & evidence

ORD record: ord-4faf0d22119640b99c9121a4d270ba28
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08889903B2

Reaction notes

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