Dimethylformamide → 3-formyl-5-methoxybenzonitrile

HRID 602589노트

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HRID 602589 반응식
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]

참가 물질

4

반응물 2

HCID 6228Dimethylformamide2회HCID 106086983-Bromo-5-methoxybenzaldehyde

생성물 1

HCID 722141823-formyl-5-methoxybenzonitrile

시약·촉매·용매 1

HCID 11186Zinc cyanide (Zn(CN)2)촉매

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온도
90 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5828124f870e4f48a26c2bf299046d2d
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07906540B2

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