Trifluoroacetic acid → [2-(3,4-Dihydro-1H-isoquinolin-2-yl)ethyl]-(7-nitro-3,4-dihydro-2H-naphthalen-1-ylidene)amine

HRID 914991

반응식

HRID 914991 반응식
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][N:2]1[CH2:11][CH2:12][NH2:13].[N+:14]([C:17]1[CH:26]=[C:25]2[C:20]([CH2:21][CH2:22][CH2:23][C:24]2=O)=[CH:19][CH:18]=1)([O-:16])=[O:15].C(O)(C(F)(F)F)=O>C1(C)C=CC=CC=1.CCOC(C)=O>[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][N:2]1[CH2:11][CH2:12][N:13]=[C:24]1[C:25]2[C:20](=[CH:19][CH:18]=[C:17]([N+:14]([O-:16])=[O:15])[CH:26]=2)[CH2:21][CH2:22][CH2:23]1

참가 물질

6

반응물 3

HCID 6422Trifluoroacetic acidHCID 384457-Nitro-1-tetraloneHCID 407422-(1,2,3,4-Tetrahydroisoquinolin-2-yl)ethan-1-amine

생성물 1

HCID 58958206[2-(3,4-Dihydro-1H-isoquinolin-2-yl)ethyl]-(7-nitro-3,4-dihydro-2H-naphthalen-1-ylidene)amine수율 94%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8857Ethyl Acetate용매

반응 조건

온도
130 °C

실험 절차

To a solution of 36 (964 mg, 5.48 mmol) and 7-nitro-3,4-dihydro-2H-naphthalen-1-one (95) (1.05 g, 5.48 mmol) in toluene (30 mL) was added a catalytic amount of TFA. The reaction was heated at 130° C. overnight before it was allowed to cool to room temperature and diluted with EtOAc (100 mL). The organic solution was sequentially washed with saturated NaHCO3 (aq. 100 mL), brine (100 mL), dried over Na2SO4, and concentrated to give 96 as a brown oil (1.8 g, 94%).

후처리

  1. temperatureto cool to room temperature
  2. washThe organic solution was sequentially washed with saturated NaHCO3 (aq. 100 mL), brine (100 mL)
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-875f97cde2c04a11a6c7244706e0814f
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07265122B2

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