Triethylsilane → 5,6-dihydro-5-oxo-11H-indeno [1,2-c]isoquinoline

HRID 2306567ノート

反応式

HRID 2306567 の反応式
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]2[C:12](=O)[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=3[C:4]=2[NH:3]1.C([SiH](CC)CC)C.CO.C(Cl)Cl>FC(F)(F)C(O)=O>[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]2[CH2:12][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=3[C:4]=2[NH:3]1

参加物

5

反応物 3

HCID 12052TriethylsilaneHCID 13802540HCID 13802540、化合物HCID 21226129Dichloromethane methanol

生成物 1

HCID 101053885,6-dihydro-5-oxo-11H-indeno [1,2-c]isoquinoline収率 88.7%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

To a stirred suspension of 2 (40 g, 0.16 mol) in trifluoroacetic acid (2.5 L) was added triethylsilane (94 g, 0.8 mol) in small portions at room temperature and the reaction mixture was stirred for 96 h, during which time the reaction progress was monitored using TLC (eluent −5% MeOH/CH2Cl2). The reaction mixture was slowly poured on ice, filtered, washed with copious amounts of H2O and MeOH and dried in vacuo to provide the above-titled compound 6 (33.1 g, 88%), whose spectral data were identical to those of a sample of compound 6 that was obtained using Method I.

後処理

  1. additionThe reaction mixture was slowly poured on ice
  2. filtrationfiltered
  3. washwashed with copious amounts of H2O and MeOH
  4. customdried in vacuo

出典と根拠

ORDレコード
ord-bd79d371148a42329cb390f2c6c3bd85
出典データセット
uspto-grants-2004_12
特許番号
US06828319B2

反応ノート

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