Dichlorodiphenylmethane → 5-Bromo-6-fluoro-2,2-diphenyl-2H-1,3-benzodioxole

HRID 856988

反応式

HRID 856988 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([OH:10])[C:5]([OH:9])=[CH:6][C:7]=1[F:8].[C:11]1([C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)(Cl)Cl)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CO>[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]2[O:9][C:17]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[O:10][C:4]=2[CH:3]=1

参加物

4

反応物 2

HCID 16327DichlorodiphenylmethaneHCID 218653784-Bromo-5-fluorobenzene-1,2-diol

生成物 1

HCID 218653865-Bromo-6-fluoro-2,2-diphenyl-2H-1,3-benzodioxole

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 4-bromo-5-fluoro-benzene-1,2-diol (12 g, 58.0 mmol) and diphenyldichloromethane (1.2 eq., 16.50 g) was stirred at room temperature until gaseous evolution ceased. The mixture was heated with stirring at 180° C. for 20 min. The reaction mixture was allowed to cool to room temperature, diluted with methanol (50 ml) and vigorously stirred. The precipitated product was collected by filtration and dissolved in toluene (50 ml). Methanol (100 ml) was added and the mixture stirred 30 min at room temperature. The precipitated product was collected by filtration (yield 10.3 g, 48%), a further batch (6.4 g, 30%) was recovered from the mother liquors.

後処理

  1. temperatureThe mixture was heated
  2. stirringwith stirring at 180° C. for 20 min
  3. temperatureto cool to room temperature
  4. stirringvigorously stirred
  5. filtrationThe precipitated product was collected by filtration
  6. dissolutiondissolved in toluene (50 ml)
  7. additionMethanol (100 ml) was added
  8. stirringthe mixture stirred 30 min at room temperature
  9. filtrationThe precipitated product was collected by filtration (yield 10.3 g, 48%)
  10. customa further batch (6.4 g, 30%) was recovered from the mother liquors

出典と根拠

ORDレコード
ord-22babda1248e44f190352129f071a9c2
出典データセット
uspto-grants-2006_12
特許番号
US07144890B2

関連ノート

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