Dimethylformamide → 3-formyl-5-methoxybenzonitrile

HRID 602589ノート

反応式

HRID 602589 の反応式
Br[C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1)[CH:5]=[O:6].[CH3:12][N:13](C=O)C>[C-]#N.[C-]#N.[Zn+2]>[CH:5]([C:4]1[CH:3]=[C:2]([CH:9]=[C:8]([O:10][CH3:11])[CH:7]=1)[C:12]#[N:13])=[O:6]

参加物

4

反応物 2

HCID 6228Dimethylformamide2 回HCID 106086983-Bromo-5-methoxybenzaldehyde

生成物 1

HCID 722141823-formyl-5-methoxybenzonitrile

試薬・触媒・溶媒 1

HCID 11186Zinc cyanide (Zn(CN)2)触媒

反応条件

温度
90 °C

実験手順

step 3—A solution of 3-bromo-5-methoxy-benzaldehyde (1 mmol) in DMF (2 mL) is added to a round bottomed flask containing Zn(CN)2 (0.7 equivalents), Pd(PPh3)4(0) (0.2 equivalents) in DMF (15 mL). The reaction is stirred at 90° C. under an atmosphere of argon for 48 h. The reaction mixture is cooled and evaporated to dryness. The crude residue is dissolved in EtOAc, washed with brine solution, dried (MgSO4) and evaporated. The crude product is purified by SiO2 chromatography to afford 3-formyl-5-methoxy-benzonitrile.

後処理

  1. temperatureThe reaction mixture is cooled
  2. customevaporated to dryness
  3. dissolutionThe crude residue is dissolved in EtOAc
  4. washwashed with brine solution
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customThe crude product is purified by SiO2 chromatography

出典と根拠

ORDレコード
ord-5828124f870e4f48a26c2bf299046d2d
出典データセット
uspto-grants-2011_03
特許番号
US07906540B2

反応ノート

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