Ethanol → HCID 54322974, 화합물

HRID 327436

반응식

HRID 327436 반응식
[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]

참가 물질

5

반응물 4

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

생성물 1

HCID 54322974HCID 54322974, 화합물수율 58%

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c7e9f2ae288440aba73aa4f12ce073de
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05273975

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