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

HRID 1604698ノート

反応式

HRID 1604698 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-9b3c7045d30546588efb10f115bb8275
出典データセット
uspto-grants-1999_11
特許番号
US05994378

反応ノート

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