Hydrogen Peroxide → 6-Chloro-5-methylnicotinic acid

HRID 2065881ノート

反応式

HRID 2065881 の反応式
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH:8]=[O:9])=[CH:4][C:3]=1[CH3:10].[OH:11]O>C(O)=O.O>[Cl:1][C:2]1[C:3]([CH3:10])=[CH:4][C:5]([C:8]([OH:11])=[O:9])=[CH:6][N:7]=1

参加物

5

反応物 2

HCID 784Hydrogen PeroxideHCID 197106816-Chloro-5-methylpyridine-3-carbaldehyde

生成物 1

HCID 123877296-Chloro-5-methylnicotinic acid

試薬・触媒・溶媒 2

HCID 284Formic Acid溶媒HCID 962Water溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of 6-chloro-3-formyl-5-methyl-pyridine (10 g, 64 mmol) in formic acid (200 mL) is cooled at 0° C. and an aq. 50% wt solution of H2O2 in water (9.6 mL, 360 mmol) is added at this temperature. The mixture is stirred at 0° C. for 15 h, carefully diluted with water (200 mL) and extracted with DCM (8×100 mL). The combined org. extracts are washed with 1M aq. HCl (100 mL) (check for remaining peroxide), dried (MgSO4), filtered and evaporated. The residue is dried to give 6-chloro-5-methyl-nicotinic acid (9.56 g); LC-MS: tR=0.72 min, [M+1]+=172.0.

後処理

  1. extractionextracted with DCM (8×100 mL)
  2. washextracts are washed with 1M aq. HCl (100 mL) (check for remaining peroxide)
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue is dried

出典と根拠

ORDレコード
ord-d11d72e279474c9cb5f9114e16d8b78d
出典データセット
uspto-grants-2012_10
特許番号
US08288554B2

反応ノート

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