Methyl iodide → (S)-1-(3-methoxyphenyl)-N-methyl-N-((S)-1-phenylethyl)ethanamine

HRID 2190999Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C@@H:9]([NH:11][C@H:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH3:13])[CH3:10])[CH:6]=[CH:7][CH:8]=1.CI.S(OC)(O[CH3:26])(=O)=O>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C@@H:9]([N:11]([CH3:26])[C@H:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH3:13])[CH3:10])[CH:6]=[CH:7][CH:8]=1

Participants

Reactant 3

HCID 6328Methyl iodide

HCID 6497Dimethyl Sulfate

HCID 13234525(S)-1-(3-methoxy phenyl)-N-((S)-1-phenylethyl)ethylamine

Product 1

HCID 42604949(S)-1-(3-methoxyphenyl)-N-methyl-N-((S)-1-phenylethyl)ethanamine

Procedure

In another embodiment, the second approach: The methylation reaction is carried out using (S)-1-(3-methoxy phenyl)-N—((S)-1-phenylethyl)ethylamine as a raw material, and methyl iodide or dimethyl sulfate as a methylation agent, so as to obtain (S)-1-(3-methoxyphenyl)-N-methyl-N—[(S)-1-phenylethyl]ethylamine. Methyl iodide or dimethyl sulfate are conventional methylation agents, and the method is common in the art. See OS, CV4, 836 (1963); OS, CV3, 753 (1955), which are incorporated herewith by reference in their entireties.

Workup

customIn another embodiment, the second approach: The methylation reaction

Sources & evidence

ORD record: ord-fbd28d4182114d899a96e585bc18e1dd
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08324429B2

Reaction notes

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