Ethyl Acetoacetate → N-[7-Oxo(6-carboethoxy)octyl]phthalimide

HRID 1164493노트

반응식

HRID 1164493 반응식
[O-]CC.[Na+].[Na].[C:6]([O:12][CH2:13][CH3:14])(=[O:11])[CH2:7][C:8]([CH3:10])=[O:9].Br[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][N:21]1[C:25](=[O:26])[C:24]2=[CH:27][CH:28]=[CH:29][CH:30]=[C:23]2[C:22]1=[O:31]>C(O)C.O>[O:9]=[C:8]([CH3:10])[CH:7]([C:6]([O:12][CH2:13][CH3:14])=[O:11])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][N:21]1[C:22](=[O:31])[C:23]2=[CH:30][CH:29]=[CH:28][CH:27]=[C:24]2[C:25]1=[O:26]

참가 물질

7

반응물 4

HCID 8868Ethyl AcetoacetateHCID 136770N-(5-Bromopentyl)phthalimideHCID 2723922Sodium ethoxideHCID 5360545Sodium

생성물 1

HCID 13801454N-[7-Oxo(6-carboethoxy)octyl]phthalimide

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 962Water용매

실험 절차

A solution of sodium ethoxide in ethanol, prepared by dissolving 23.69 g (1.03 moles) of sodium in 800 ml of absolute alcohol, was treated slowly with ethyl acetoacetate. To this solution was added, in one portion, 308 g (1.04 moles) of N-(5-bromopentyl)phthalimide and the resulting mixture was refluxed for two hours and stirred overnight at 25°. The ethanol was stripped, 1500 ml of water was added to the residue, and the resulting mixture was extracted with 3×400 ml of ether. The ether layers were combined, dried over anhydrous sodium sulfate, filtered and stripped to give 350 g of light brown oil. This material was used in the next step without purification.

후처리

  1. temperaturethe resulting mixture was refluxed for two hours
  2. extractionthe resulting mixture was extracted with 3×400 ml of ether
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered

출처 및 근거

ORD 기록
ord-56488600d8a84084a0fe4829e812ccac
출처 데이터셋
uspto-grants-1983_01
특허 번호
US04370335

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