Ammonia → 4-hydroxy-3-methoxy-2-nitrobenzonitrile

HRID 1787540ノート

反応式

HRID 1787540 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[C:4]([N+:10]([O-:12])=[O:11])[C:3]=1[O:13][CH3:14].II.[NH3:17]>O1CCCC1>[OH:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:17])=[C:4]([N+:10]([O-:12])=[O:11])[C:3]=1[O:13][CH3:14]

参加物

5

反応物 3

HCID 222AmmoniaHCID 807IodineHCID 96959Benzaldehyde, 4-hydroxy-3-methoxy-2-nitro-

生成物 1

HCID 70592654-hydroxy-3-methoxy-2-nitrobenzonitrile収率 84.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of 4-hydroxy-3-methoxy-2-nitrobenzaldehyde 14.5 g (73.5 mmol) in 28% ammonia solution 150 mL and tetrahydrofuran 15 mL was added iodine 22.4 g (88.2 mmol) and stirred at room temperature for overnight. The reaction mixture was concentrated in vacuo. The residue was acidified with 2H HCl solution and extracted into diethyl ether. The organic layer was washed with brine, dried over MgSO4, filtrated and the solvent was evaporated. The residue was washed with diisopropyl ether to give the title compound 12.1 g as brown solid. Yield 84.5%

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. extractionextracted into diethyl ether
  3. washThe organic layer was washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltrated
  6. customthe solvent was evaporated
  7. washThe residue was washed with diisopropyl ether

出典と根拠

ORDレコード
ord-b4b002b1a6e74f6bb069ddbb27eaedff
出典データセット
uspto-grants-2009_03
特許番号
US07511041B2

反応ノート

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