Methyl iodide → 4-[2-(2-Chloro-4-methoxy-phenyl)-propionyl]-2,6-dimethyl-benzonitrile

HRID 2096849Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[CH2:10][C:11]([C:13]1[CH:20]=[C:19]([CH3:21])[C:16]([C:17]#[N:18])=[C:15]([CH3:22])[CH:14]=1)=[O:12].[H-].[Na+].[CH3:25]I>>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[CH:10]([CH3:25])[C:11]([C:13]1[CH:14]=[C:15]([CH3:22])[C:16]([C:17]#[N:18])=[C:19]([CH3:21])[CH:20]=1)=[O:12]

Participants

Reactant 3

HCID 6328Methyl iodide

HCID 24758Sodium hydride

HCID 666971094-[2-(2-Chloro-4-methoxy-phenyl)-acetyl]-2,6-dimethyl-benzonitrile

Product 1

HCID 666970254-[2-(2-Chloro-4-methoxy-phenyl)-propionyl]-2,6-dimethyl-benzonitrile

Procedure

In analogy to Example 1, step 2, 4-[2-(2-chloro-4-methoxy-phenyl)-acetyl]-2,6-dimethyl-benzonitrile was reacted with sodium hydride and methyl iodide to give the title compound as an orange oil. MS (m/e)=328.3 [M+H+].

Sources & evidence

ORD record: ord-22636091489f4ad8bfb791c48f7d24ff
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08450313B2

Reaction notes

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