Water → 4-(Bromomethyl)phenylboronic acid

HRID 37618

반응식

HRID 37618 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([B:8]([OH:10])[OH:9])=[CH:4][CH:3]=1.O.[Br:12]Br>CC(Cl)(Cl)Cl.N(C(C)(C)C#N)=NC(C)(C)C#N>[Br:12][CH2:1][C:2]1[CH:7]=[CH:6][C:5]([B:8]([OH:10])[OH:9])=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 962Water2회HCID 24408Bromine2회HCID 79799Tolylboronic acid

생성물 1

HCID 27355934-(Bromomethyl)phenylboronic acid수율 67.5%

시약·촉매·용매 2

HCID 6547Azobisisobutyronitrile촉매HCID 62781,1,1-Trichloroethane용매2회

실험 절차

A mixture of 4-methylphenylboronic acid (27.2 g; 0.2 mole) in methyl chloroform (250 ml) was heated at reflux with azeotropic removal of water until approximately 2.5 ml of water was collected and a crystalline slurry was formed. A solution of azo(bisisobutyronitrile) (1.0 g) and bromine (32 g) in methyl chloroform (25 ml) was added to the refluxing slurry over 2-3 hours. The mixture was then refluxed until the bromine colour was discharged. The reaction mixture was allowed to cool and stirred at 10°-15° C. for 30 minutes. The suspended solid was collected by filtration, washed with methyl chloroform (2×50 ml) and dried at ambient temperature to give the anhydride of 4-bromomethylphenylboronic acid (29 g) (Compound F) as a white, crystalline solid, which was used without further purification or characterisation.

후처리

  1. temperaturewas heated
  2. customwas collected
  3. customa crystalline slurry was formed
  4. temperatureto cool
  5. filtrationThe suspended solid was collected by filtration
  6. washwashed with methyl chloroform (2×50 ml)
  7. customdried at ambient temperature

출처 및 근거

ORD 기록
ord-8661317d4f8d49b68db114f65a279bdf
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05420292

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