Dimethylformamide → 4-Methylpyridine-2-carbaldehyde

HRID 1791352Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([Mg]Br)[CH:3]=1.C1C[O:13][CH2:12]C1.CN(C=O)C>>[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH:12]=[O:13])[CH:3]=1

Participants

Reactant 3

HCID 6228Dimethylformamide

HCID 8028Tetrahydrofuran

HCID 178428553HCID 178428553, compound

Product 1

HCID 100118944-Methylpyridine-2-carbaldehydeYield 71.5%

Procedure

4-Methyl-pyridine-2-carbaldehyde (433 mg, 71.5%) was obtained from 0.25 M 4-methyl-2-pyridinylmagnesium bromide of THF solution (20 mL, 5 mmol) with DMF (0.773 mL, 10 mmol) at room temperature under argon.

Sources & evidence

ORD record: ord-cdf2fac1990c44f1be6a980ba0fd2b04
Source dataset: uspto-grants-2006_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07074809B2

Reaction notes

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