Ethanol → HCID 54322974、化合物

HRID 327436

反応式

HRID 327436 の反応式
[CH:1]([NH:3][CH:4]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[O:2].[O-]CC.[Na+].C(O)C.Br[CH2:23][C:24]1[CH:25]=[CH:26][CH:27]=[C:28]2[C:33]=1[N:32]=[CH:31][CH:30]=[CH:29]2>>[CH:1]([NH:3][C:4]([CH2:23][C:24]1[CH:25]=[CH:26][CH:27]=[C:28]2[C:33]=1[N:32]=[CH:31][CH:30]=[CH:29]2)([C:5]([O:7][CH2:8][CH3:9])=[O:6])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:2]

参加物

5

反応物 4

HCID 702EthanolHCID 80617Diethyl formamidomalonateHCID 3469148-(Bromomethyl)quinolineHCID 2723922Sodium ethoxide

生成物 1

HCID 54322974HCID 54322974、化合物収率 58%

実験手順

Diethyl (formylamino)malonate (22.0 g, 0.108 mol) was added to a stirred solution of sodium ethoxide in ethanol (prepared from 2.4 g of sodium and 250 mL of ethanol, 0.10 mol). After 5 min, 8-(bromomethyl)quinoline (22.0 g, 0.10 mol) was added and the solution was stirred for an additional 15 minutes. The solvent was removed under reduced pressure and the product was partitioned between ethyl acetate and water. The ethyl acetate was removed and the residual oil was crystallized from ether to give 19.9 g (58%) of diethyl (formylamino)(8-quinolinylmethyl)propanedioate, mp 120°-122° C. Anal. Calcd. for C18H20N2O5 : C, 62.78; H, 5.85; N, 8.14. Found: C, 62.53; H, 6.03; N, 8.07.

後処理

  1. customThe solvent was removed under reduced pressure
  2. customthe product was partitioned between ethyl acetate and water
  3. customThe ethyl acetate was removed
  4. customthe residual oil was crystallized from ether

出典と根拠

ORDレコード
ord-c7e9f2ae288440aba73aa4f12ce073de
出典データセット
uspto-grants-1993_12
特許番号
US05273975

関連ノート

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