Tripropylamine → 4-Chloro-2-phenoxymethylquinazoline

HRID 480623

反応式

HRID 480623 の反応式
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

参加物

4

反応物 3

HCID 7616TripropylamineHCID 24813Phosphorus oxychlorideHCID 178418749HCID 178418749、化合物

生成物 1

HCID 219910934-Chloro-2-phenoxymethylquinazoline

反応条件

温度
110 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-3066587602644f7eaecac7203c18f9d6
出典データセット
uspto-grants-2003_11
特許番号
US06653301B2

関連ノート

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