4-Nitro-1,1'-biphenyl → N-hydroxy-4-aminobiphenyl

HRID 75103

反応式

HRID 75103 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([O-])=[O:2].O.NN>O1CCCC1.[Rh]>[C:7]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][C:4]([NH:1][OH:2])=[CH:9][CH:8]=1

参加物

5

反応物 2

HCID 71144-Nitro-1,1'-biphenylHCID 24654Hydrazine hydrate (1:1)

生成物 1

HCID 81261N-hydroxy-4-aminobiphenyl収率 99.5%

試薬・触媒・溶媒 2

HCID 23948Rhodium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of 4-nitrobiphenyl (400 mg, 2.008 mmol) and 5% rhodium on carbon (15 mg, 0.146 mmol) in tetrahydrofuran (15 ml), hydrazine hydrate (0.200 ml, 2.61 mmol) was added, and gas evolution was observed. The reaction mixture was stirred at RT for 25 minutes, then it was partitioned between diethyl ether (90 ml) and brine (20 ml), and the phases were separated. The aqueous phase was extracted with diethyl ether (90 ml), and the combined organic extracts were dried (Na2SO4) and concentrated to give 370 mg of the desired compound (89% purity) and about. The mixture was used as such for the next step.

後処理

  1. additionwas added
  2. customit was partitioned between diethyl ether (90 ml) and brine (20 ml)
  3. customthe phases were separated
  4. extractionThe aqueous phase was extracted with diethyl ether (90 ml)
  5. dry with materialthe combined organic extracts were dried (Na2SO4)
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-f5c3d895f9754649bd01c33d012c155b
出典データセット
uspto-grants-2014_09
特許番号
US08835412B2

関連ノート

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