Dimethylformamide → 4-(Bromomethyl)-2-hydroxybenzonitrile

HRID 1421724ノート

反応式

HRID 1421724 の反応式
OC[C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][C:4]=1O.C(Cl)Cl.[C:15]([Br:19])(Br)(Br)Br.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CN(C=[O:43])C>>[Br:19][CH2:15][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[C:5]([OH:43])[CH:4]=1

参加物

6

反応物 5

HCID 6228DimethylformamideHCID 6344DichloromethaneHCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 18779740HCID 18779740、化合物

生成物 1

HCID 216969934-(Bromomethyl)-2-hydroxybenzonitrile

実験手順

4-Hydroxymethyl-3-hydroxybenzonitrile (0.20 g, 1.34 mmol) was dissolved in DMF (5 mL): CH2Cl2 (5 mL), treated with CBr4 (0.666 g, 2.01 mmol) and Ph3P (0.527 g, 2.01 mmol), and stirred for 1.5 hr at ambient temperature. The reaction mixture was partitioned between EtOAc (100 mL)--H2O (100 mL), the organic layer separated, dried (MgSO4), filtered, and concentrated to give the title compound after chromatography (SiO2, 15% EtOAc in hexane).

後処理

  1. customThe reaction mixture was partitioned between EtOAc (100 mL)
  2. customH2O (100 mL), the organic layer separated
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-d115d187d94348a9843559abf98cfc0b
出典データセット
uspto-grants-2000_06
特許番号
US06077853

反応ノート

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