Sodium Bicarbonate → 4-Methoxy-2-nitrobenzaldehyde

HRID 1914693

반응식

HRID 1914693 반응식
Br[CH:2](Br)[C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[N+:11]([O-:13])=[O:12].C([O-])(O)=[O:16].[Na+]>O>[CH3:10][O:9][C:6]1[CH:7]=[CH:8][C:3]([CH:2]=[O:16])=[C:4]([N+:11]([O-:13])=[O:12])[CH:5]=1

참가 물질

4

반응물 2

HCID 516892Sodium BicarbonateHCID 35023351-(Dibromomethyl)-4-methoxy-2-nitrobenzene

생성물 1

HCID 3576914-Methoxy-2-nitrobenzaldehyde수율 85%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 1-(dibromomethyl)-4-methoxy-2-nitrobenzene (42 g, 0.23 mol) and NaHCO3 (3 Eq) in water (400 mL) is refluxed for 22 h. The reaction mixture is cooled to room temperature and the product is extracted with EtOAc (2×150 mL). The organic layer is washed with a solution of 1.5N HCl (2×100 mL), water (2×100 mL) and brine then dried over Na2SO4. The solvent is removed under reduced pressure to afford 20 g (85%) of the title compound as a brown solid. 1H NMR (DMSO-d6, 400 MHz) δ 10.03 (s, 1H), 7.93-7.95 (m, 1H), 7.61 (s, 1H), 7.40-7.41 (m, 1H), 3.93 (s, 3H).

후처리

  1. temperatureis refluxed for 22 h
  2. extractionthe product is extracted with EtOAc (2×150 mL)
  3. washThe organic layer is washed with a solution of 1.5N HCl (2×100 mL), water (2×100 mL) and brine
  4. dry with materialthen dried over Na2SO4
  5. customThe solvent is removed under reduced pressure

출처 및 근거

ORD 기록
ord-810510ceaf56408aadd3a32e6869fdf2
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08614215B2

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