Water → 2-(3-Hydroxyphenyl)acetonitrile

HRID 62591

反応式

HRID 62591 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 137810422-(3-Hydroxyphenyl)acetonitrile収率 71%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-76355798d6a14caaba26e77622c23f49
出典データセット
uspto-grants-2016_09
特許番号
US09447029B2

関連ノート

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