Water → 2-(3-Hydroxyphenyl)acetonitrile

HRID 62591

반응식

HRID 62591 반응식
C[O:2][C:3]1[CH:4]=[C:5]([CH2:9][C:10]#[N:11])[CH:6]=[CH:7][CH:8]=1.B(Br)(Br)Br.O>C(Cl)Cl>[OH:2][C:3]1[CH:4]=[C:5]([CH2:9][C:10]#[N:11])[CH:6]=[CH:7][CH:8]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 25134Boron tribromideHCID 88310(3-Methoxyphenyl)acetonitrile

생성물 1

HCID 137810422-(3-Hydroxyphenyl)acetonitrile수율 71%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 2-(3-methoxyphenyl)acetonitrile (2 g; 13.59 mmol) in 13 mL of dry DCM) cooled at 0° C. under nitrogen atmosphere, a 1M solution of BBr3 in DCM (28.54 mmol; 28.54 mL) is slowly added dropwise. The mixture is stirred at room temperature for 20 hours. The reaction mixture is then poured into ice, water is added and the organic phase is extracted three times with DCM, washed with brine and dried over anhydrous Na2SO4. After evaporation, the crude mixture is chromatographed on silica gel using PE/EtAc (80/20) as an eluant, yielding 1.28 g (71%) of 2-(3-hydroxyphenyl)acetonitrile.

후처리

  1. additionis added
  2. extractionthe organic phase is extracted three times with DCM
  3. washwashed with brine
  4. dry with materialdried over anhydrous Na2SO4
  5. customAfter evaporation
  6. customthe crude mixture is chromatographed on silica gel using PE/EtAc (80/20) as an eluant

출처 및 근거

ORD 기록
ord-76355798d6a14caaba26e77622c23f49
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447029B2

연결된 노트

불러오는 중…