Water → tert-Butyl 7-ethoxynaphthalen-1-ylcarbamate

HRID 416124노트

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HRID 416124 반응식
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[C:9]2[NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].I[CH2:27][CH3:28].O>CN(C=O)C>[CH2:27]([O:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[C:9]2[NH:12][C:13](=[O:19])[O:14][C:15]([CH3:16])([CH3:18])[CH3:17])=[CH:4][CH:3]=1)[CH3:28]

참가 물질

6

반응물 4

HCID 962WaterHCID 6340IodoethaneHCID 10796Cesium carbonateHCID 18536180tert-Butyl (7-hydroxynaphthalen-1-yl)carbamate

생성물 1

HCID 59731041tert-Butyl 7-ethoxynaphthalen-1-ylcarbamate수율 67.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

Next, to a mixture of tert-butyl (7-hydroxy-1-naphthyl)carbamate (64.0 g, 247 mmol) and cesium carbonate (161 g, 493 mmol) in 300 mL anhydrous DMF was added iodoethane (42.3 g, 272 mmol) at room temperature. The mixture was stirred at 60° C. for 2 hours. Water was added to the mixture, and the product was extracted with ethylacetate. The organic layer was washed with water and brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. To the obtained residue was added diisopropyl ether and the precipitate was collected and dried to afford tert-butyl (7-ethoxy-1-naphthyl)carbamate (47.9 g, 67.5% yield).

후처리

  1. extractionthe product was extracted with ethylacetate
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. additionTo the obtained residue was added diisopropyl ether
  7. customthe precipitate was collected
  8. customdried

출처 및 근거

ORD 기록
ord-e1ce4d9ce19b46f2b5d1590c946e4e41
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08088826B2

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