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

HRID 130635ノート

反応式

HRID 130635 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 59731041tert-Butyl 7-ethoxynaphthalen-1-ylcarbamate収率 67.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-50b5d6dfad6e440ba1d9edacf7791af9
出典データセット
uspto-grants-2008_06
特許番号
US07381840B2

反応ノート

読み込み中…