Methyl iodide → Methyl 9-methylxanthene-9-carboxylate

HRID 750549

반응식

HRID 750549 반응식
[CH:1]1[C:14]2[CH:13]([C:15]([O:17][CH3:18])=[O:16])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH3:19]I>O1CCCC1.O>[CH3:19][C:13]1([C:15]([O:17][CH3:18])=[O:16])[C:14]2[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=2[O:6][C:7]2[C:12]1=[CH:11][CH:10]=[CH:9][CH:8]=2

참가 물질

5

반응물 2

HCID 6328Methyl iodideHCID 699662methyl 9H-xanthene-9-carboxylate

생성물 1

HCID 12068831Methyl 9-methylxanthene-9-carboxylate

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

9.61 g (0.04 mol) of methyl 9-xanthenecarboxylate (obtainable according to step 1.1.a) are dissolved in 150 mL of tetrahydrofuran, combined with a solution of 5.0 g (0.042 mol) potassium lert-butoxide in THF, and stirred for 10 minutes. 5 mL (0.08 mol) of methyl iodide are then added dropwise with gentle cooling; after all has been added, the mixture is stirred for 1 hour at ambient temperature. The reaction mixture is diluted with water to a total volume of 800 mL, extracted with diethyl ether, and the organic phase is extracted with saturated, aqueous Na2CO3 solution, washed with water, dried over magnesium sulfate, and the solvent is distilled off. The product is purified by recrystallization from methanol. Yield: 6.05 g of white crystals (70% of theoretical yield); melting point: 91° C.-92° C.

후처리

  1. additionafter all has been added
  2. stirringthe mixture is stirred for 1 hour at ambient temperature
  3. extractionextracted with diethyl ether
  4. extractionthe organic phase is extracted with saturated, aqueous Na2CO3 solution
  5. washwashed with water
  6. dry with materialdried over magnesium sulfate
  7. distillationthe solvent is distilled off
  8. customThe product is purified by recrystallization from methanol

출처 및 근거

ORD 기록
ord-94e14b9758644a0fb58f5a01aa7563d7
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07405224B2

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