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Sulfuric Acid → Methyl 3-(dimethoxymethyl)picolinate

HRID 703482
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HRID 703482 반응식
[OH:1][CH:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])N1C1C=CC=CC=1.S(=O)(=O)(O)O.[C:23](=[O:26])(O)[O-].[Na+].[CH2:28]([O:30]CC)C.[CH3:33]CCCCC>CO>[CH3:28][O:30][C:4]([C:5]1[C:10]([CH:2]([O:1][CH3:33])[O:26][CH3:23])=[CH:9][CH:8]=[CH:7][N:6]=1)=[O:11]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 100139217H-Pyrrolo[3,4-b]pyridin-7-one, 5,6-dihydro-5-hydroxy-6-phenyl-HCID 21584099Diethylether hexane

생성물 1

HCID 10856765Methyl 3-(dimethoxymethyl)picolinate

시약·촉매·용매 1

HCID 887Methanol용매

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온도
75 °C

실험 절차

To a solution of 5,6-dihydro-5-hydroxy-6-phenyl-7H-pyrrolo[3,4-b]pyridin-7-one (1.99 g) in 100 mL of methanol was added concentrated sulfuric acid (6 mL). The reaction mixture was warmed to 75° C. for 3 hours. TLC indicated that all starting material had been converted. The reaction mixture was neutralized with aqueous sodium bicarbonate and evaporated in vacuo to remove the methanol. The aqueous residue was extracted with ether (3×). The organic extracts were combined, dried (K2CO3) and evaporated. The product was isolated by flash chromatography on silica gel using ethyl ether/hexane (3/2) as eluant to yield 1.02 g (59.4%).

후처리

  1. customevaporated in vacuo
  2. customto remove the methanol
  3. extractionThe aqueous residue was extracted with ether (3×)
  4. dry with materialdried (K2CO3)
  5. customevaporated
  6. customThe product was isolated by flash chromatography on silica gel
  7. customto yield 1.02 g (59.4%)

출처 및 근거

ORD 기록
ord-7a3b83fcf32e40c9aab959e7cc2d4ce0
출처 데이터셋
uspto-grants-1991_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04983612

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