HCID 9877565, compound → [2,2'-Bipyridine]-4-carbaldehyde

HRID 594239Notes

Reaction equation

HRID 594239 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][OH:8])=[CH:3][C:2]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1>C1COCC1.O=[Mn]=O>[N:1]1[CH:6]=[CH:5][C:4]([CH:7]=[O:8])=[CH:3][C:2]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1

Participants

4

Reactant 1

HCID 9877565HCID 9877565, compound

Product 1

HCID 10171298[2,2'-Bipyridine]-4-carbaldehyde

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of [2,2′-bipyridin]-4-ylmethanol (120 mg; 0.64 mmol) in anh. THF (5 ml) was treated with MnO2 (873 mg; 10.05 mmol), and the resulting mixture was stirred at rt, under nitrogen, for 6.5 h. The resulting reaction mixture was then filtered over celite, and the separated solids were washed with THF. The filtrate was concentrated to dryness under reduced pressure giving [2,2′-bipyridine]-4-carbaldehyde as a colorless solid. LC-MS (conditions A): tR=0.30 min.; [M+H]+: 185.17 g/mol.

Workup

  1. customThe resulting reaction mixture
  2. filtrationwas then filtered over celite
  3. washthe separated solids were washed with THF
  4. concentrationThe filtrate was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-8ff87c1eb3e547fdb9c3943a5a81be89
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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