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

HRID 2306567노트

반응식

HRID 2306567 반응식
[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

참가 물질

5

반응물 3

HCID 12052TriethylsilaneHCID 13802540HCID 13802540, 화합물HCID 21226129Dichloromethane methanol

생성물 1

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

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-bd79d371148a42329cb390f2c6c3bd85
출처 데이터셋
uspto-grants-2004_12
특허 번호
US06828319B2

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