Water → 1-ethyl 2-tert-butyl 6-methoxy-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate

HRID 2202210노트

반응식

HRID 2202210 반응식
IC.[OH:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[N:9]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:8][CH2:7]2.[C:26](=O)([O-])[O-].[Cs+].[Cs+].O>CN(C=O)C>[CH3:26][O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[N:9]([C:19]([O:21][C:22]([CH3:24])([CH3:23])[CH3:25])=[O:20])[CH2:8][CH2:7]2

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 100646722-Tert-butyl 1-ethyl 6-hydroxy-1,2,3,4-tetrahydroisoquinoline-1,2-dicarboxylate

생성물 1

HCID 1186227571-ethyl 2-tert-butyl 6-methoxy-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate수율 100.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Iodomethane (3.04 mL, 48.85 mmol) was added to a solution of 1-ethyl 2-tert-butyl 6-hydroxy-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate (7.85 g, 24.43 mmol) and cesium carbonate (10.35 g, 31.75 mmol) in DMF (50 mL) at room temperature, and the mixture was stirred for 2.5 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate (×3). The organic layer was washed with 0.1% aqueous sodium thiosulfate solution and brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure to give 1-ethyl 2-tert-butyl 6-methoxy-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate (8.23 g, 24.54 mmol, 100%) as a colorless oil.

후처리

  1. extractionthe mixture was extracted with ethyl acetate (×3)
  2. washThe organic layer was washed with 0.1% aqueous sodium thiosulfate solution and brine
  3. dry with materialdried over magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-ccf15b832d8344fd9869adf38b7edcbd
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09365520B2

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