홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Cesium carbonate → Diallyl [4-(tert-butoxycarbonyl)benzyl]{2-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]ethyl}malonate

HRID 1920589
노트
인쇄 미리보기

반응식

HRID 1920589 반응식
[C:1]([O:5][C:6]([C:8]1[CH:27]=[CH:26][C:11]([CH2:12][CH:13]([C:20]([O:22][CH2:23][CH:24]=[CH2:25])=[O:21])[C:14]([O:16][CH2:17][CH:18]=[CH2:19])=[O:15])=[CH:10][CH:9]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[CH2:29][CH2:30][C:31]1([CH2:34][C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH2:33][CH2:32]1.C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[C:1]([O:5][C:6]([C:8]1[CH:27]=[CH:26][C:11]([CH2:12][C:13]([CH2:29][CH2:30][C:31]2([CH2:34][C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH2:33][CH2:32]2)([C:20]([O:22][CH2:23][CH:24]=[CH2:25])=[O:21])[C:14]([O:16][CH2:17][CH:18]=[CH2:19])=[O:15])=[CH:10][CH:9]=1)=[O:7])([CH3:2])([CH3:4])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 57965757Diallyl [4-(tert-butoxycarbonyl)benzyl]malonateHCID 57965767Ethyl [1-(2-bromoethyl)cyclopropyl]acetate

생성물 1

HCID 57965749Diallyl [4-(tert-butoxycarbonyl)benzyl]{2-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]ethyl}malonate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 19.85 g (43.4 mmol, purity 81.85%) of diallyl [4-(tert-butoxycarbonyl)benzyl]-malonate, 13.94 g (47.7 mmol, purity 80.5%) of ethyl [1-(2-bromoethyl)cyclopropyl]acetate and 28.56 g (87 mmol) of cesium carbonate in 310 ml of acetonitrile is stirred under reflux for 24 hours. The reaction mixture is then filtered, and the filtrate is concentrated to dryness. The crude product is purified by flash chromatography (3000 g of silica gel 60, mobile phase: cyclohexane/ethyl acetate 20:1). This gives 8 g (35% of theory) of the title compound in the form of a colorless oil.

후처리

  1. temperatureunder reflux for 24 hours
  2. filtrationThe reaction mixture is then filtered
  3. concentrationthe filtrate is concentrated to dryness
  4. customThe crude product is purified by flash chromatography (3000 g of silica gel 60, mobile phase: cyclohexane/ethyl acetate 20:1)

출처 및 근거

ORD 기록
ord-f866d0aa2def4348adc524588477a72d
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08168821B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트