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

HRID 914991

反応式

HRID 914991 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
130 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-875f97cde2c04a11a6c7244706e0814f
出典データセット
uspto-grants-2007_09
特許番号
US07265122B2

関連ノート

読み込み中…