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

HRID 1669246

반응식

HRID 1669246 반응식
[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

참가 물질

4

반응물 2

HCID 728684,4'-DibromobenzophenoneHCID 4311764Sodium borohydride

생성물 1

HCID 5204294,4'-Dibromobenzhydrol수율 100.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dbcea3684a974644b5151a6b6c4994a4
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989457B2

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