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

Water → (5-Diethoxyphosphoryloxyimino-5H-thiophen-2-ylidene)-(2-methylphenyl)-acetonitrile

HRID 1018889
노트
인쇄 미리보기

반응식

HRID 1018889 반응식
[OH:1][N:2]=[C:3]1[S:7][C:6](=[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[C:9]#[N:10])[CH:5]=[CH:4]1.C([P:20](Cl)(CC)=[O:21])C.C(N([CH2:30][CH3:31])CC)C.[OH2:32].[O:33]1CC[CH2:35][CH2:34]1>>[CH2:34]([O:33][P:20]([O:1][N:2]=[C:3]1[S:7][C:6](=[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[C:9]#[N:10])[CH:5]=[CH:4]1)([O:21][CH2:30][CH3:31])=[O:32])[CH3:35]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 962WaterHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 5195381Diethylphosphinoyl chlorideHCID 86758612HCID 86758612, 화합물

생성물 1

HCID 53810703(5-Diethoxyphosphoryloxyimino-5H-thiophen-2-ylidene)-(2-methylphenyl)-acetonitrile

반응 조건

온도
5 °C

실험 절차

8 g (33 mmol) of (5-Hydroxyimino-5H-thiophen-2-ylidene)-(2-methylphenyl)-acetonitrile are dissolved in 90 ml of tetrahydrofuran (THF) and cooled in an ice bath. After adding 6.3 g (36 mmol) of diethylphosphoryl chloride to the solution, 5.0 g (50 mmol) of triethylamine are added dropwise, keeping the temperature below 50° C. The reaction mixture is stirred at 5° C. for 60 min., then poured into 100 ml of water, and extracted with ethyl acetate. The organic phase is washed with 0.1N hydrochloric acid solution, water, and sodium chloride solution. The organic phase is dried over MgSO4, the solvent is distilled off, and the residue is purified by flash chromatography on silica gel with ethyl acetate—hexane (1:1) as eluent. The product is obtained in the form of a yellow solid, melting point 90-91° C. The structure is confirmed by the 1H-NMR spectrum (CDCl3). δ [ppm]: 1.43 (t, 6H), 2.37 (s, 3H), 4.36-4.47 (m, 4H), 6.13 (d, 1H), 6.86 (d, 1H), 7.19-7.39 (m, 4H).

후처리

  1. temperaturecooled in an ice bath
  2. additionare added dropwise
  3. customthe temperature below 50° C
  4. extractionextracted with ethyl acetate
  5. washThe organic phase is washed with 0.1N hydrochloric acid solution, water, and sodium chloride solution
  6. dry with materialThe organic phase is dried over MgSO4
  7. distillationthe solvent is distilled off
  8. customthe residue is purified by flash chromatography on silica gel with ethyl acetate—hexane (1:1) as eluent
  9. customThe product is obtained in the form of a yellow solid, melting point 90-91° C

출처 및 근거

ORD 기록
ord-93baef1de423460c9cf0587cecb58c3f
출처 데이터셋
uspto-grants-2002_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06485886B1

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트