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

HRID 2092251노트

반응식

HRID 2092251 반응식
[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]

참가 물질

3

반응물 2

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

생성물 1

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bf9810fea9d74a9f97196b7a6c79b225
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08440700B2

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