Ethyl Acetate → HCID 21071406, 화합물

HRID 1371913노트

반응식

HRID 1371913 반응식
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([Si:11]([CH:18]([CH3:20])[CH3:19])([CH:15]([CH3:17])[CH3:16])[CH:12]([CH3:14])[CH3:13])[CH:6]=[C:5]2[CH2:21][CH2:22][N:23]1[C:31](=[O:32])[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:24]1=[O:33].C(=O)([O-])[O-].[Cs+].[Cs+].I[CH2:41][CH2:42][CH3:43].CCOC(C)=O>CN(C=O)C>[CH2:41]([O:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([Si:11]([CH:12]([CH3:14])[CH3:13])([CH:18]([CH3:19])[CH3:20])[CH:15]([CH3:16])[CH3:17])[CH:6]=[C:5]2[CH2:21][CH2:22][N:23]1[C:24](=[O:33])[C:25]2[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:31]1=[O:32])[CH2:42][CH3:43]

참가 물질

6

반응물 4

HCID 8857Ethyl Acetate2회HCID 10796Cesium carbonateHCID 336431-IodopropaneHCID 21071403HCID 21071403, 화합물

생성물 1

HCID 21071406HCID 21071406, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Combine 2-(2-(5-hydroxy-1-triisopropylsilanyl-1H-indol-3-yl)ethyl)isoindole-1,3-dione (0.7 g, 1.5 mmol), cesium carbonate (1 g, 3 mmol) and 1-iodopropane (0.4 g, 2.3 mmol) in DMF (25 mL) and stir at ambient temperature overnight. Pour the reaction mixture into 50% EtOAc in hexanes and wash three times with brine. Dry the organic layer over MgSO4 and concentrate under vacuum to give an oil. Chromatograph the oil on silica gel eluting with 5% EtOAc in hexanes to give the title compound: ISMS 505 (M+1); 1H NMR (CDCl3) 7.80–7.78 (m, 2H), 7.67–7.65 (m, 2H), 7.30–7.27 (d, 1H), 7.12–7.11 (d, 1H), 7.02 (s, 1H), 6.77–6.74 (m, 1H), 4.01–3.96 (m, 4H), 3.12–3.08 (m; 2H), 1.86–1.81 (m 2H), 1.64–1.57 (m, 3H), 1.08–1.04 (m, 21H).

후처리

  1. washwash three times with brine
  2. dry with materialDry the organic layer over MgSO4
  3. concentrationconcentrate under vacuum
  4. customto give an oil

출처 및 근거

ORD 기록
ord-9eea7b9884e047889154b63f7c277ea1
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07157488B2

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