Phosphorus oxychloride → 2-{2-{[2-(4-Tert-butylthiazol-2-yl)benzofuran-5-yloxy]methyl}phenoxy}pentanenitrile

HRID 1604698노트

반응식

HRID 1604698 반응식
P(Cl)(Cl)(Cl)=O.[C:6]([C:10]1[N:11]=[C:12]([C:15]2[O:16][C:17]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]4[CH:39]=[CH:38][CH:37]=[CH:36][C:27]=4[O:28][CH:29]([CH2:33][CH2:34][CH3:35])[C:30]([NH2:32])=O)=[CH:20][C:18]=3[CH:19]=2)[S:13][CH:14]=1)([CH3:9])([CH3:8])[CH3:7]>CN(C)C=O>[C:6]([C:10]1[N:11]=[C:12]([C:15]2[O:16][C:17]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]4[CH:39]=[CH:38][CH:37]=[CH:36][C:27]=4[O:28][CH:29]([CH2:33][CH2:34][CH3:35])[C:30]#[N:32])=[CH:20][C:18]=3[CH:19]=2)[S:13][CH:14]=1)([CH3:7])([CH3:8])[CH3:9]

참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 196038242-{2-{[2-(4-Tert-butylthiazol-2-yl)benzofuran-5-yloxy]methyl}phenoxy}-pentanamide

생성물 1

HCID 196037652-{2-{[2-(4-Tert-butylthiazol-2-yl)benzofuran-5-yloxy]methyl}phenoxy}pentanenitrile수율 92.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Phosphorus oxychloride (245 mg) was dissolved in dimethylformamide (2 ml) and the solution was ice-cooled. To this solution was added 2-{2-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yloxy]methyl}phenoxy]pentanamide (510 mg), and the mixture was stirred for two hours at room temperature. The reaction mixture was concentrated, diluted with water, and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate, and concentrated to give 2-{2-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yloxy]methyl}phenoxy}pentanenitrile (453 mg).

후처리

  1. temperaturecooled
  2. concentrationThe reaction mixture was concentrated
  3. additiondiluted with water
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9b3c7045d30546588efb10f115bb8275
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05994378

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