4-Bromo-2,6-dimethylanisole → HCID 67015706, compound

HRID 1617614Notes

Reaction equation

HRID 1617614 reaction equation
Br[C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([O:9][CH3:10])=[C:4]([CH3:11])[CH:3]=1.C([Li])CCC.[Br:17][C:18]1[CH:23]=[CH:22][C:21]([CH:24]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=2[CH3:38])[CH2:25][C:26](N(OC)C)=[O:27])=[CH:20][CH:19]=1>>[Br:17][C:18]1[CH:19]=[CH:20][C:21]([CH:24]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=2[CH3:38])[CH2:25][C:26]([C:2]2[CH:7]=[C:6]([CH3:8])[C:5]([O:9][CH3:10])=[C:4]([CH3:11])[CH:3]=2)=[O:27])=[CH:22][CH:23]=1

Participants

4

Reactant 3

HCID 2786544-Bromo-2,6-dimethylanisoleHCID 866609493-(4-Bromo-phenyl)-N-methoxy-N-methyl-3-o-tolyl-propionamideHCID 178418339Butyllithium

Product 1

HCID 67015706HCID 67015706, compound

Procedure

In analogy to example 151, step 1, 4-bromo-2,6-dimethylanisole was reacted first with n-butyllithium and later with 3-(4-bromo-phenyl)-N-methoxy-N-methyl-3-o-tolyl-propionamide (example 74, step 4) to give the title compound as a light yellow solid, MS (ESI+): m/z=437.4 [M+H]+.

Sources & evidence

ORD record
ord-ee77de684f584260bcb97ad882bec80d
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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