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

Acrylonitrile → Ethyl 4-cyano-2,2-bis(4-fluorophenyl)butanoate

HRID 2408842
노트
인쇄 미리보기

반응식

HRID 2408842 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][CH:3]=1.[O-]CC.[Na+].[C:25](#[N:28])[CH:26]=[CH2:27]>O1CCOCC1>[C:25]([CH2:26][CH2:27][C:8]([C:14]1[CH:15]=[CH:16][C:17]([F:20])=[CH:18][CH:19]=1)([C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=1)[C:9]([O:11][CH2:12][CH3:13])=[O:10])#[N:28]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7855AcrylonitrileHCID 2723922Sodium ethoxideHCID 54751768Ethyl 2,2-bis(4-fluorophenyl)acetate

생성물 1

HCID 67358414Ethyl 4-cyano-2,2-bis(4-fluorophenyl)butanoate

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
45 °C

실험 절차

To a solution of ethyl 2,2-bis(4-fluorophenyl)acetate (1.55 g, 5.64 mmol) in anhydrous dioxane (10 mL) was added sodium ethoxide (0.38 g, 5.61 mmol), and the reaction was stirred at a temperature between 40-50° C. for 30 minutes. Acrylonitrile (0.35 mL, 5.61 mmol) was added dropwise with stirring, and the reaction was heated at 60-70° C. for an additional 1 hour. The dioxane was removed in vacuo, and the residue was taken up in ether, washed with water and brine, dried with MgSO4, filtered and concentrated. Silica gel chromatography eluting with a gradient of 3% to 10% ethyl acetate/hexane gave the title compound. MS (DCI) m/z 342 (M+NH4)+.

후처리

  1. stirringwith stirring
  2. temperaturethe reaction was heated at 60-70° C. for an additional 1 hour
  3. customThe dioxane was removed in vacuo
  4. washwashed with water and brine
  5. dry with materialdried with MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. washSilica gel chromatography eluting with a gradient of 3% to 10% ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-6773b79e1f9d4facb0727f52c1647c7a
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08815869B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트