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Potassium Carbonate → HCID 19980208, 화합물

HRID 1461247
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HRID 1461247 반응식
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[O:13][C:12]([CH2:14][OH:15])=[CH:11][C:10](=[O:16])[C:9]=2[OH:17])[CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].[CH3:24][O:25][C:26]1[CH:33]=[CH:32][C:29]([CH2:30]Cl)=[CH:28][CH:27]=1>CN(C)C=O>[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[O:13][C:12]([CH2:14][OH:15])=[CH:11][C:10](=[O:16])[C:9]=2[O:17][CH2:30][C:29]2[CH:32]=[CH:33][C:26]([O:25][CH3:24])=[CH:27][CH:28]=2)[CH2:3][CH2:2]1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 699934-Methyloxybenzyl chlorideHCID 2616163-hydroxy-6-(hydroxymethyl)-2-(morpholinomethyl)-4H-pyran-4-one

생성물 1

HCID 19980208HCID 19980208, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

To a suspension of 5.45 g of 6-morpholinomethyl-5-hydroxy-2-hydroxymethyl-4-pyrone in 50 ml of dimethylformamide were successively added 3.32 g of potassium carbonate and 4 ml of p-methoxybenzyl chloride. The mixture was stirred at 70° C. for 4 hours and at room temperature for a further 17 hours. The reaction liquid was concentrated and 100 ml of water and 200 ml of dichloromethane were added to the concentrate. The organic phase was then washed with 100 ml of water. After drying over anhydrous magnesium sulfate, the organic phase was concentrated under reduced pressure. The concentrate was then separated and purified by flash column chromatography (eluting solution; chloroform: methanol=20:1) using Wako Gel C-300 (200 g) to give 1.8 g of the title compound.

후처리

  1. customThe reaction liquid
  2. concentrationwas concentrated
  3. addition100 ml of water and 200 ml of dichloromethane were added to the concentrate
  4. washThe organic phase was then washed with 100 ml of water
  5. dry with materialAfter drying over anhydrous magnesium sulfate
  6. concentrationthe organic phase was concentrated under reduced pressure
  7. customThe concentrate was then separated
  8. custompurified by flash column chromatography (eluting solution; chloroform: methanol=20:1)

출처 및 근거

ORD 기록
ord-204ba0235d324c73a1d849bcee46a5dd
출처 데이터셋
uspto-grants-1991_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05075299

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