Acetic Anhydride → 3-(3-Chloro-2-methyl-phenoxymethyl)-5-methyl-1,2,4-oxadiazole

HRID 22295노트

반응식

HRID 22295 반응식
[Cl:1][C:2]1[C:3]([CH3:14])=[C:4]([CH:11]=[CH:12][CH:13]=1)[O:5][CH2:6][C:7](=[N:9][OH:10])[NH2:8].[C:15]([O-])(=O)[CH3:16].[Na+].C(OC(=O)C)(=O)C>COCCOCCOC>[Cl:1][C:2]1[C:3]([CH3:14])=[C:4]([CH:11]=[CH:12][CH:13]=1)[O:5][CH2:6][C:7]1[N:8]=[C:15]([CH3:16])[O:10][N:9]=1

참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 53776389HCID 53776389, 화합물

생성물 1

HCID 199286483-(3-Chloro-2-methyl-phenoxymethyl)-5-methyl-1,2,4-oxadiazole수율 56.6%

시약·촉매·용매 1

HCID 8150Diglyme용매

실험 절차

7.0 g (32.6 mmol) of 3-chloro-2-methyl-phenoxy-acetamide oxime and 14.0 g (142.8 mmol) of sodium acetate are introduced into 80 ml of diglyme and the mixture is treated with 8.6 g (84.2 mmol) of acetic anhydride. The reaction mixture is stirred at reflux temperature until the reaction is complete (approximately 2 hours). The entire batch is subsequently concentrated, the product is treated with water, and the mixture is extracted using ethyl acetate. After the solvent has been distilled off, the crude product which remains is chromatographed over a silica gel column (silica gel 60 Merck, particle size: 0.040 to 0.063 mm) using methylene chloride as the eluent. 4.4 g (56.5% of theory) of 3-(3-chloro-2-methyl-phenoxymethyl)-5-methyl-1,2,4-oxadiazole are obtained.

후처리

  1. temperatureat reflux temperature until the reaction
  2. custom(approximately 2 hours)
  3. concentrationThe entire batch is subsequently concentrated
  4. additionthe product is treated with water
  5. extractionthe mixture is extracted
  6. distillationAfter the solvent has been distilled off
  7. customthe crude product which remains is chromatographed over a silica gel column (silica gel 60 Merck, particle size: 0.040 to 0.063 mm)

출처 및 근거

ORD 기록
ord-cba0ad7915c74481bc045fbdecd92ebf
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428047

반응 노트

불러오는 중…