[1,3]Oxathiolo[5,4-c]pyridin-6-ylmethanol → [1,3]Oxathiolo[5,4-c]pyridine-6-carbaldehyde

HRID 639039Notes

Reaction equation

HRID 639039 reaction equation
[S:1]1[C:9]2[CH:8]=[C:7]([CH2:10][OH:11])[N:6]=[CH:5][C:4]=2[O:3][CH2:2]1>C(Cl)Cl.[O-2].[Mn+4].[O-2]>[S:1]1[C:9]2[CH:8]=[C:7]([CH:10]=[O:11])[N:6]=[CH:5][C:4]=2[O:3][CH2:2]1

Participants

4

Reactant 1

HCID 67426109[1,3]Oxathiolo[5,4-c]pyridin-6-ylmethanol

Product 1

HCID 59254367[1,3]Oxathiolo[5,4-c]pyridine-6-carbaldehydeYield 62.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

[1,3]oxathiolo[5,4-c]pyridine-6-methanol (0.92 g, 5.44 mmole) was treated with manganese (IV) oxide (3.83 g, 44 mmole) at RT in DCM (50 mL) to afford the aldehyde (567 mg, 62%) as a solid; MS (+ve ion electrospray) m/z 168 (MH+).

Sources & evidence

ORD record
ord-e811c26613054254a23fc21a8c0d7428
Source dataset
uspto-grants-2010_04
Patent number
US07691850B2

Reaction notes

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