Ethanol → 4-(6-Cyano-2-naphthyloxy)-3-(2-formylphenyl)nitrobenzene

HRID 895713

反応式

HRID 895713 の反応式
Br[C:2]1[CH:3]=[C:4]([N+:21]([O-:23])=[O:22])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:19]#[N:20])[CH:15]=2)[CH:10]=1.[CH:24]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1B(O)O)=[O:25].C1(C)C=CC=CC=1.C(O)C>C(=O)([O-])[O-].[Na+].[Na+].C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.O>[C:19]([C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([O:8][C:7]1[CH:6]=[CH:5][C:4]([N+:21]([O-:23])=[O:22])=[CH:3][C:2]=1[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=1[CH:24]=[O:25])[CH:18]=[CH:17]2)#[N:20]

参加物

8

反応物 4

HCID 702EthanolHCID 1140TolueneHCID 2921892-Formylphenylboronic acidHCID 22380923HCID 22380923、化合物

生成物 1

HCID 223809674-(6-Cyano-2-naphthyloxy)-3-(2-formylphenyl)nitrobenzene

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒HCID 10340Sodium Carbonate溶媒

実験手順

The compound (3-bromo-4-(6-cyano-2-naphthyloxy)nitrobenzene) (1 g) obtained in a previous production example, 2-formylphenyl boronic acid (610 mg) and tetrakis(triphenylphosphine)palladium (0) (150 mg) were heated to reflux and reacted for 6 hours in a mixture of 2 M sodium carbonate aqueous solution (10 ml), toluene (10 ml) and ethanol (10 ml). After cooling to room temperature, water was added and extraction was performed with ethyl acetate. The ethyl acetate layer was washed with saturated saline and dried over magnesium sulfate, and the solvent was distilled off. The residue was purified by silica gel chromatography (200 g, hexane:ethyl acetate=4:1) to obtain 880 mg of 4-(6-cyano-2-naphthyloxy)-3-(2-formylphenyl)nitrobenzene.

後処理

  1. temperaturewere heated
  2. temperatureto reflux
  3. extractionextraction
  4. washThe ethyl acetate layer was washed with saturated saline
  5. dry with materialdried over magnesium sulfate
  6. distillationthe solvent was distilled off
  7. customThe residue was purified by silica gel chromatography (200 g, hexane:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-00b3f9566f0247e989e5a7f00222f09f
出典データセット
uspto-grants-2005_07
特許番号
US06916837B2

関連ノート

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