Dimethyl Sulfoxide → HCID 18651193, compound

HRID 1590394Notes

Reaction equation

HRID 1590394 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8]O)[CH:5]=[C:4]([Cl:10])[N:3]=1.[C:11](Cl)(=[O:15])[C:12](Cl)=O.[CH3:17]S(C)=O>C(N(CC)CC)C>[Cl:1][C:2]1[CH:7]=[C:6]([C@@H:8]2[CH2:17][C@H:12]2[CH:11]=[O:15])[CH:5]=[C:4]([Cl:10])[N:3]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 65578Oxalyl chlorideHCID 2794840(2,6-Dichloropyridin-4-yl)methanol

Product 1

HCID 18651193HCID 18651193, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The above alcohol (0.21 g) was oxidised using the conditions of Swern (oxalyl chloride, 0.1 ml; dimethyl sulphoxide. 0.15 ml; triethylamine. 0.66 ml) to give (±)-[trans-2-(2,6-dichloro-4-pyridyl)cyclopropyl]methanal (0.2 g). NMR 1H: 9.44(1H,d), 6.96(2H,s),

Sources & evidence

ORD record
ord-d93bcde993984730bcfdcc795db737f7
Source dataset
uspto-grants-1993_04
Patent number
US05202356

Reaction notes

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