Dimethylformamide → N,N,N,2,2-Pentamethylpropan-1-aminium iodide

Reaction equation

[CH2:1](N)[C:2](C)([CH3:4])[CH3:3].[CH2:7](N(CCCC)CCCC)CCC.C[I:21].[CH3:22][N:23]([CH:25]=O)[CH3:24]>>[I-:21].[CH3:22][N+:23]([CH2:25][C:2]([CH3:4])([CH3:3])[CH3:1])([CH3:7])[CH3:24]

Participants

Reactant 4

HCID 6228Dimethylformamide

HCID 6328Methyl iodide

HCID 7622Tributylamine

HCID 79882Neopentylamine

Product 1

HCID 13652289N,N,N,2,2-Pentamethylpropan-1-aminium iodide

Procedure

11.51 Grams of neopentylamine (Aldrich), 48.7 grams of tributyl amine and 100 ml of DMF were mixed and cooled. 56 Grams of methyl iodide (Aldrich) were added dropwise and the reaction was carried out and worked up as in Example 1.

Workup

temperaturecooled

Sources & evidence

ORD record: ord-c51cb8b2898444f0a0cd172d02f82682
Source dataset: uspto-grants-1986_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04589977

Reaction notes

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