Phosphorus oxychloride → 8-(Benzyloxy)-4-chloro-7-methoxybenzo[g]quinoline-3-carbonitrile

HRID 2213841ノート

反応式

HRID 2213841 の反応式
[CH2:1]([O:8][C:9]1[C:25]([O:26][CH3:27])=[CH:24][C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][C:11]=2[CH:10]=1)[NH:18][CH:17]=[C:16]([C:21]#[N:22])[C:15]3=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:30])=O>>[CH2:1]([O:8][C:9]1[C:25]([O:26][CH3:27])=[CH:24][C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][C:11]=2[CH:10]=1)[N:18]=[CH:17][C:16]([C:21]#[N:22])=[C:15]3[Cl:30])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 117726788-Benzyloxy-7-methoxy-4-oxo-1,4-dihydrobenzo[g]quinoline-3-carbonitrile

生成物 1

HCID 219564648-(Benzyloxy)-4-chloro-7-methoxybenzo[g]quinoline-3-carbonitrile収率 97.9%

実験手順

A mixture of 8-benzyloxy-7-methoxy-4-oxo-1,4-dihydrobenzo[g]quinoline-3-carbonitrile (11.4 g, 31.9 mmol) and phosphorus oxychloride (147 g, 959 mmol) is heated under reflux for one hour. After cooling to room temperature, the reaction mixture is evaporated under vacuum to remove the volatiles. The residue is carefully slurried in cold saturated aqueous sodium bicarbonate solution (500 mL). The solids are collected by filtration, washed thoroughly with saturated aqueous sodium bicarbonate solution and water and dried to give 11.7 grams of crude 8-(benzyloxy)-4-chloro-7-methoxybenzo[g]quinoline-3-carbonitrile as a light orange solid.

後処理

  1. temperatureis heated
  2. temperatureunder reflux for one hour
  3. customthe reaction mixture is evaporated under vacuum
  4. customto remove the volatiles
  5. filtrationThe solids are collected by filtration
  6. washwashed thoroughly with saturated aqueous sodium bicarbonate solution and water
  7. customdried

出典と根拠

ORDレコード
ord-18cdf3b7421b4f31a4a547e3d58e4933
出典データセット
uspto-grants-2006_09
特許番号
US07105531B2

反応ノート

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