(2,3-Dihydro-[1,4]dioxino[2,3-c]pyridin-7-yl)methanol → 2,3-Dihydro[1,4]dioxino[2,3-c]pyridine-7-carbaldehyde

HRID 2356330Notes

Reaction equation

HRID 2356330 reaction equation
[O:1]1[C:10]2[CH:9]=[C:8]([CH2:11][OH:12])[N:7]=[CH:6][C:5]=2[O:4][CH2:3][CH2:2]1>ClCCl.[O-2].[O-2].[Mn+4]>[O:1]1[C:10]2[CH:9]=[C:8]([CH:11]=[O:12])[N:7]=[CH:6][C:5]=2[O:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 21873770(2,3-Dihydro-[1,4]dioxino[2,3-c]pyridin-7-yl)methanol

Product 1

HCID 218736682,3-Dihydro[1,4]dioxino[2,3-c]pyridine-7-carbaldehydeYield 61%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of (2,3-Dihydro-[1,4]dioxino[2,3-c]pyridin-7-yl)-methanol (250 mg, 1.5 mmol) in dichloromethane (5 mL) was treated with manganese dioxide (650 mg, 7.5 mmol). After 3 days the mixture was filtered and evaporated affording a white solid (150 mg, 61%); MS (APCI+) m/z 166 (MH+).

Workup

  1. filtrationAfter 3 days the mixture was filtered
  2. customevaporated

Sources & evidence

ORD record
ord-fd4e1993f2624664b14c00503dc143aa
Source dataset
uspto-grants-2010_07
Patent number
US07759340B2

Reaction notes

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