4,4'-Dibromobenzophenone → 4,4'-Dibromobenzhydrol

HRID 1669246

反応式

HRID 1669246 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][CH:11]=2)=[O:9])=[CH:4][CH:3]=1.[BH4-].[Na+]>C1COCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:10]2[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][CH:11]=2)[OH:9])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 728684,4'-DibromobenzophenoneHCID 4311764Sodium borohydride

生成物 1

HCID 5204294,4'-Dibromobenzhydrol収率 100.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of bis-(4-bromophenyl)methanone (406 mg, 1.19 mmol) in THF (12 mL) is cooled to 0° C., treated portion-wise with sodium borohydride (37.8 mg, 0.893 mmol), and stirred at RT overnight. The reaction mixture is again cooled to 0° C., then quenched with 1 N HCl. Water is added, and the mixture is extracted with ethyl acetate (3×). The combined organic layers are dried and concentrated to give bis-(4-bromophenyl)methanol (410 mg, in excess of theoretical yield) as a crude residue to be used as is.

後処理

  1. temperatureThe reaction mixture is again cooled to 0° C.
  2. customquenched with 1 N HCl
  3. additionWater is added
  4. extractionthe mixture is extracted with ethyl acetate (3×)
  5. customThe combined organic layers are dried
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-dbcea3684a974644b5151a6b6c4994a4
出典データセット
uspto-grants-2011_08
特許番号
US07989457B2

関連ノート

読み込み中…