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

HRID 75103

반응식

HRID 75103 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 81261N-hydroxy-4-aminobiphenyl수율 99.5%

시약·촉매·용매 2

HCID 23948Rhodium촉매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f5c3d895f9754649bd01c33d012c155b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835412B2

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