Pivalic acid → N,N-dimethyl-N-ethyl-N-(4-methoxybenzyl)ammonium 2-ethylhexanoate

HRID 891184Notes

Reaction equation

HRID 891184 reaction equation
C(O)(=O)[C:2]([CH3:5])([CH3:4])[CH3:3].[CH2:8]([CH:10]([CH2:14][CH2:15][CH2:16][CH3:17])[C:11]([OH:13])=[O:12])[CH3:9].[CH2:18]([N:25]([CH3:27])[CH3:26])[C:19]1C=CC=CC=1.CN(C)CC1C=[CH:35][C:34]([O:37][CH3:38])=[CH:33]C=1>>[CH2:8]([CH:10]([CH2:14][CH2:15][CH2:16][CH3:17])[C:11]([O-:13])=[O:12])[CH3:9].[CH3:27][N+:25]([CH3:26])([CH2:18][CH3:19])[CH2:5][C:2]1[CH:3]=[CH:35][C:34]([O:37][CH3:38])=[CH:33][CH:4]=1

Participants

5

Reactant 4

HCID 6417Pivalic acidHCID 7681N,N-DimethylbenzylamineHCID 86972-Ethylhexanoic AcidHCID 2474954-Methoxy-N,N-dimethylbenzylamine

Product 1

HCID 22244906N,N-dimethyl-N-ethyl-N-(4-methoxybenzyl)ammonium 2-ethylhexanoate

Procedure

The preparation was conducted as described for cat.1(A. 1.). Instead of pivalic acid, 2-ethylhexanoic acid was used, and instead of benzyldimethylamine, N,N-dimethyl-N-(4-methoxybenzyl)amine was used. Yield: 45.3 g (67%) of cat. 4 as a pale yellow, viscous oil.

Sources & evidence

ORD record
ord-ef9240f783f44da18f681f20740e6e27
Source dataset
uspto-grants-2006_02
Patent number
US07001973B2

Reaction notes

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