Acetonitrile → HCID 59496607, 화합물

HRID 449529노트

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HRID 449529 반응식
[OH:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][N:6]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:7]2.Br[CH2:20][C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=1)[C:24]#[N:25].C(#N)C.C(=O)([O-])[O-].[Cs+].[Cs+]>C(OCC)(=O)C>[C:24]([C:23]1[CH:22]=[C:21]([CH:28]=[CH:27][CH:26]=1)[CH2:20][O:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][N:6]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:7]2)#[N:25]

참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 10796Cesium carbonateHCID 97249Benzonitrile, 3-(bromomethyl)-HCID 10538586tert-Butyl 5-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

생성물 1

HCID 59496607HCID 59496607, 화합물수율 109.8%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

tert-Butyl 5-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate (0.025 g, 0.10 mmol) was combined with 3-(bromomethyl)benzonitrile (Aldrich, 145610) (0.029 g, 0.15 mmol), acetonitrile (2.0 mL) and cesium carbonate (0.065 g, 0.20 mmol) and was stirred at r.t. overnight. This was diluted with ethyl acetate, filtered to remove the solids and concentrated under reduced pressure to give crude tert-butyl 5-(3-cyanobenzyloxy)-3,4-dihydroisoquinoline-2(1H)-carboxylate (0.040 g) as a semisolid. Analytical LCMS (M+Na)+: m/z=387.0.

후처리

  1. filtrationfiltered
  2. customto remove the solids
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-5c3f7cf940cc47f3bc97f9b6bd673ac2
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481732B2

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