Hydrogen Peroxide → 6-Chloro-5-methylpyridine-3-carboxylic acid

HRID 2065881노트

반응식

HRID 2065881 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 123877296-Chloro-5-methylpyridine-3-carboxylic acid

시약·촉매·용매 2

HCID 284Formic Acid용매HCID 962Water용매2회

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d11d72e279474c9cb5f9114e16d8b78d
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288554B2

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