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Methyl iodide → diethyl 4-(3-methyl-4(3H)-quinazolinon-2-yl)benzylphosphonate

HRID 482444
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HRID 482444 반응식
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([C:12]2[CH:26]=[CH:25][C:15]([CH2:16][P:17](=[O:24])([O:21][CH2:22][CH3:23])[O:18][CH2:19][CH3:20])=[CH:14][CH:13]=2)[N:3]=1.[CH3:27]C(C)([O-])C.[K+].CI>CO>[CH3:27][N:3]1[C:2](=[O:1])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]1[C:12]1[CH:13]=[CH:14][C:15]([CH2:16][P:17](=[O:24])([O:21][CH2:22][CH3:23])[O:18][CH2:19][CH3:20])=[CH:25][CH:26]=1
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참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 23665647Potassium tert-butoxideHCID 178476844HCID 178476844, 화합물

생성물 1

HCID 10643860diethyl 4-(3-methyl-4(3H)-quinazolinon-2-yl)benzylphosphonate

시약·촉매·용매 1

HCID 887Methanol용매

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온도
40 °C

실험 절차

A 5.9 g quantity of diethyl 4-(4-hydroxyquinazolin-2-yl)benzylphosphonate, 1.8 g of potassium tert-butoxide and 2.3 g of methyl iodide were suspended in 100 ml of anhydrous methanol and stirred with heating at 40° C. for 16 hours. After completion of the reaction, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluent: methylene chloride: methanol=100:1) and the crude crystals thus obtained were recrystallized from methylene chloride-n-hexane to provide 3.0 g of the title compound as colorless crystals.

후처리

  1. customAfter completion of the reaction
  2. distillationthe solvent was distilled off under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (eluent: methylene chloride: methanol=100:1)
  4. customthe crude crystals thus obtained
  5. customwere recrystallized from methylene chloride-n-hexane

출처 및 근거

ORD 기록
ord-1e960697b65048cf946b43a3a37e22a9
출처 데이터셋
uspto-grants-1998_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05798344

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