Hydrochloric Acid → 5-Chloro-1-(4-fluorophenyl)-1H-indole

HRID 1250031ノート

反応式

HRID 1250031 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([Cl:17])=[CH:14][CH:15]=3)[C:10](OC(=O)C)=[CH:9]2)=[CH:4][CH:3]=1.[BH4-].[Na+].Cl.O>CCO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([Cl:17])=[CH:14][CH:15]=3)[CH:10]=[CH:9]2)=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4311764Sodium borohydrideHCID 109247145-Chloro-1-(4-fluorophenyl)-1H-indol-3-yl acetate

生成物 1

HCID 102361885-Chloro-1-(4-fluorophenyl)-1H-indole

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

1-(4-flourophenyl)-3-acetoxy-5-chloroindole (100.0 g, 0.33 mol) was dissolved in 1000 mL EtOH. During the next hour sodium borohydride pellets (18.7 g, 1.5 eq.) were added batchwise at reflux. The reaction mixture was stirred over night at reflux and cooled to room temperature. Concentrated HCl (appr. 50 mL until pH 1) was added and the reaction mixture was stirred at room temperature for 1 hour. 200 mL demineralized water was added, and the resulting suspension was filtrated. The filter cake was washed with further 50 mL water and 10 mL EtOH. The product was dried over night in vacuum at 50° C.

後処理

  1. temperatureat reflux
  2. temperatureat reflux
  3. stirringthe reaction mixture was stirred at room temperature for 1 hour
  4. additionwas added
  5. filtrationthe resulting suspension was filtrated
  6. washThe filter cake was washed with further 50 mL water and 10 mL EtOH
  7. customThe product was dried over night in vacuum at 50° C.

出典と根拠

ORDレコード
ord-e395ac259c25496d9df308b94b7242bd
出典データセット
uspto-grants-2002_01
特許番号
US06335463B1

反応ノート

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