2,3-Difluorobenzaldehyde → HCID 18376318, compound

HRID 2300611Notes

Reaction equation

HRID 2300611 reaction equation
[C:1]([Li])#[C:2][CH3:3].[F:5][C:6]1[C:13]([F:14])=[CH:12][CH:11]=[CH:10][C:7]=1[CH:8]=[O:9]>O=[Mn]=O>[F:5][C:6]1[C:13]([F:14])=[CH:12][CH:11]=[CH:10][C:7]=1[C:8](=[O:9])[C:1]#[C:2][CH3:3]

Participants

4

Reactant 2

HCID 1376642,3-DifluorobenzaldehydeHCID 178506788HCID 178506788, compound

Product 1

HCID 18376318HCID 18376318, compound

Reagents, catalysts & solvents 1

HCID 14801Manganese dioxideCatalyst

Procedure

Intermediate 40 was prepared (as described above for intermediate 36) from 1-propynyllithium, 500 mg of 2,3-difluorobenzaldehyde, and 1.5 g of MnO2 to yield 440 mg of the title compound homogeneous by TLC (Rf=0.5, 2/1 hexanes/EtOAc); 1H NMR (400 MHz, CDCl3) δ7.82-7.86 (m, 1H), 7.43-7.35 (m 1H), 7.22-7.15 (m, 1H), 2.15 (s, 3H).

Sources & evidence

ORD record
ord-288e4473a05541728f128c02eb753546
Source dataset
uspto-grants-2002_12
Patent number
US06498174B1

Reaction notes

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