Thionyl Chloride → Methyl 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-oxazole-5-carboxylate

HRID 508171ノート

反応式

HRID 508171 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([C:15]([O:17][CH3:18])=[O:16])=[C:11]([CH2:13]O)[N:12]=2)=[CH:4][CH:3]=1.S(Cl)([Cl:21])=O>>[Cl:21][CH2:13][C:11]1[N:12]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[O:9][C:10]=1[C:15]([O:17][CH3:18])=[O:16]

参加物

3

反応物 2

HCID 24386Thionyl ChlorideHCID 58284345Methyl 2-(4-chlorophenyl)-4-(hydroxymethyl)-1,3-oxazole-5-carboxylate

生成物 1

HCID 58284430Methyl 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-oxazole-5-carboxylate

実験手順

100 mg (0.43 mmol) of the compound from Example 44A, together with 0.24 ml (3.24 mmol) of thionyl chloride, are stirred at RT for 8 h. The excess thionyl chloride is removed under reduced pressure and the residue is taken up in about 5 ml of ethyl acetate. The mixture is washed once with 2 ml of sat. aqueous sodium bicarbonate solution. The organic phase is dried over magnesium sulfate and the solvent is removed under reduced pressure. The product obtained is used without further purification in the subsequent reactions.

後処理

  1. customThe excess thionyl chloride is removed under reduced pressure
  2. washThe mixture is washed once with 2 ml of sat. aqueous sodium bicarbonate solution
  3. dry with materialThe organic phase is dried over magnesium sulfate
  4. customthe solvent is removed under reduced pressure
  5. customThe product obtained
  6. customis used without further purification in the subsequent reactions

出典と根拠

ORDレコード
ord-6b7e7f26f04c47f5abd74893c73ab4d4
出典データセット
uspto-grants-2015_08
特許番号
US09095582B2

反応ノート

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