Tripropylamine → 4-Chloro-2-phenoxymethylquinazoline

HRID 7604

반응식

HRID 7604 반응식
O[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH2:12][O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:3]=1.C(N(CCC)CCC)CC.P(Cl)(Cl)([Cl:32])=O>>[Cl:32][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH2:12][O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:3]=1

참가 물질

4

반응물 3

HCID 7616TripropylamineHCID 24813Phosphorus oxychlorideHCID 178418749HCID 178418749, 화합물

생성물 1

HCID 219910934-Chloro-2-phenoxymethylquinazoline

반응 조건

온도
110 °C

실험 절차

To a solution of 4-hydroxy-2-phenoxymethylquinazoline (2 g, 7.93 mmol) in phosphorus oxychloride (10 mL) is added tripropylamine (3.02 mL, 15.8 mmol) and the reaction mixture is heated for 30 minutes at 110° C. The excess phosphorus oxychloride is evaporated in vacuo, the residue is poured, on ice cold aqueous NaHCO3 and extracted with ethyl acetate. The organic layer is washed with brine, dried, filtered and evaporated. The resulting residue is purified on flash chromatography (SiO2, hexane/AcOEt gradient) to give 4-chloro-2-phenoxymethylquinazoline.

후처리

  1. customThe excess phosphorus oxychloride is evaporated in vacuo
  2. additionthe residue is poured, on ice cold aqueous NaHCO3
  3. extractionextracted with ethyl acetate
  4. washThe organic layer is washed with brine
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. customThe resulting residue is purified on flash chromatography (SiO2, hexane/AcOEt gradient)

출처 및 근거

ORD 기록
ord-69a15a6fb04248a0af12b6034489a596
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087603B2

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