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

Triphenylphosphine → HCID 15895874, 화합물

HRID 1841557
노트
인쇄 미리보기

반응식

HRID 1841557 반응식
[CH3:1][O:2][C:3]1[CH:4]=[N:5][CH:6]=[C:7]([O:13][CH3:14])[C:8]=1[CH2:9][CH2:10][CH2:11][OH:12].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O.[Br:48][C:49]1[CH:50]=[C:51]([CH:60]=[CH:61][CH:62]=1)[O:52][C:53]1[C:58](O)=[CH:57][CH:56]=[CH:55][N:54]=1>C1COCC1>[Br:48][C:49]1[CH:50]=[C:51]([CH:60]=[CH:61][CH:62]=1)[O:52][C:53]1[C:58]([O:12][CH2:11][CH2:10][CH2:9][C:8]2[C:3]([O:2][CH3:1])=[CH:4][N:5]=[CH:6][C:7]=2[O:13][CH3:14])=[CH:57][CH:56]=[CH:55][N:54]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 12149155HCID 12149155, 화합물HCID 235062572-(3-Bromophenoxy)-3-pyridinol

생성물 1

HCID 15895874HCID 15895874, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3-(3,5-Dimethoxypyridin-4-yl)-1-propanol (0.60 g, 3.0 mmol) obtained in Example 1 and triphenylphosphine (1.18 g, 4.5 mmol) are dissolved in THF (30 ml), and thereto are successively added with stirring diisopropyl azodicarboxylate (0.78 g, 3.9 mmol) and 2-(3-bromophenoxy)-3-pyridinol (1.04 g, 3.9 mmol) obtained in Reference Example 11 under ice-cooling. The mixture is stirred at room temperature for 30 minutes, and the reaction solution is concentrated under reduced pressure. To the residue is added ethyl acetate (50 ml), and the mixture is extracted with a 10% aqueous hydrochloric acid solution (50 ml×2). The pH value of the aqueous layer is adjusted to pH 12 with potassium carbonate, and the mixture is extracted with ethyl acetate (100 ml×2). The organic layer is washed with a saturated brine (50 ml×2), dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (eluent: chloroform/methanol) to give 2-(3-bromophenoxy)-3-[3-(3,5-dimethoxypyridin-4-yl) propoxy]pyridine, which is further treated with fumaric acid to give the title compound (1.26 g), m.p. 106-154° C.

후처리

  1. customobtained in Reference Example 11 under ice-
  2. temperaturecooling
  3. concentrationthe reaction solution is concentrated under reduced pressure
  4. additionTo the residue is added ethyl acetate (50 ml)
  5. extractionthe mixture is extracted with a 10% aqueous hydrochloric acid solution (50 ml×2)
  6. extractionthe mixture is extracted with ethyl acetate (100 ml×2)
  7. washThe organic layer is washed with a saturated brine (50 ml×2)
  8. dry with materialdried over anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure
  10. customThe residue is purified by silica gel column chromatography (eluent: chloroform/methanol)

출처 및 근거

ORD 기록
ord-84f4d0ff152c4bc89446e81b1a06286b
출처 데이터셋
uspto-grants-2004_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06683186B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트