Water → HCID 86631565、化合物

HRID 885816ノート

反応式

HRID 885816 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=[O:26])[CH2:10][C:11]([C:17]2[CH:22]=[C:21]([Br:23])[C:20]([F:24])=[C:19]([Br:25])[CH:18]=2)(O)[C:12]([F:15])([F:14])[F:13])[CH:5]=[CH:6][C:7]=1[CH3:8].S(Cl)(Cl)=O.N1C=CC=CC=1.O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=[O:26])[CH:10]=[C:11]([C:17]2[CH:22]=[C:21]([Br:23])[C:20]([F:24])=[C:19]([Br:25])[CH:18]=2)[C:12]([F:15])([F:14])[F:13])[CH:5]=[CH:6][C:7]=1[CH3:8]

参加物

6

反応物 4

HCID 962WaterHCID 1049PyridineHCID 24386Thionyl ChlorideHCID 86631563HCID 86631563、化合物

生成物 1

HCID 86631565HCID 86631565、化合物収率 101.4%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
5 °C

実験手順

To a stirred solution of 1-(3-chloro-4-methylphenyl)-3-(3,5-dibromo-4-fluorophenyl)-4,4,4-trifluoro-3-hydroxy-butan-1-one (1.40 g) in toluene (3 mL) at 80° C. was added thionyl chloride (0.68 g) and pyridine (0.46 g). The mixture was stirred at same temperature for 2 hours. The resulting mixture was then cooled to 5° C. and water (3 mL) was added, and the mixture was allowed to stir and warm to ambient temperature. The layers were separated, and the organic phase was poured into 2N aqueous sodium hydroxide solution (3 mL). After stirring 0.5 hour at room temperature, the organic layer was separated, washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to afford the crude title compound as a yellow oil (1.37 g), which was used in the next step without purification.

後処理

  1. stirringto stir
  2. temperaturewarm to ambient temperature
  3. customThe layers were separated
  4. additionthe organic phase was poured into 2N aqueous sodium hydroxide solution (3 mL)
  5. stirringAfter stirring 0.5 hour at room temperature
  6. customthe organic layer was separated
  7. washwashed with brine
  8. dry with materialdried over anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-da45876ac39442f6a303d4f3522a4d71
出典データセット
uspto-grants-2012_08
特許番号
US08242283B2

反応ノート

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