Sodium Bicarbonate → 4-Methoxy-2-nitrobenzaldehyde

HRID 1914693

反応式

HRID 1914693 の反応式
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

参加物

4

反応物 2

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

生成物 1

HCID 3576914-Methoxy-2-nitrobenzaldehyde収率 85%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-810510ceaf56408aadd3a32e6869fdf2
出典データセット
uspto-grants-2013_12
特許番号
US08614215B2

関連ノート

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