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

Triphenylphosphine → 3-{6-Hydroxymethyl-3-[8(4-methoxyphenyl)octyloxy]pyridin-2-yl}propenoic Acid

HRID 264786
노트
인쇄 미리보기

반응식

HRID 264786 반응식
Br[C:2]1[C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=[CH:6][CH:5]=[C:4]([CH2:25][OH:26])[N:3]=1.C([O-])(=O)C.[K+].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:51]([O-:55])(=[O:54])[CH:52]=[CH2:53].[K+]>CN(C=O)C.O.[I-].C([N+](CCCC)(CCCC)CCCC)CCC.[Pd](Cl)Cl>[OH:26][CH2:25][C:4]1[N:3]=[C:2]([CH:53]=[CH:52][C:51]([OH:55])=[O:54])[C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=[CH:6][CH:5]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 11776TriphenylphosphineHCID 517044Potassium AcetateHCID 4429391Potassium acrylate2회HCID 196927112-Bromo-6-hydroxymethyl-[8(4-methoxyphenyl)octyloxy]pyridine

생성물 1

HCID 540218973-{6-Hydroxymethyl-3-[8(4-methoxyphenyl)octyloxy]pyridin-2-yl}propenoic Acid

시약·촉매·용매 4

HCID 24290
Palladium Chloride
촉매
HCID 67553Tetrabutylammonium Iodide촉매
HCID 962Water용매
HCID 6228Dimethylformamide용매

반응 조건

온도
120 °C

실험 절차

To a solution of 2-bromo-6-hydroxymethyl-[8(4-methoxyphenyl)octyloxy]pyridine (5.00 g, 11.8 mmol) in DMF (22.8 ml) and water (1.2 ml) were added potassium acetate (2.91 g, 29.7 mmol), tetra-n-butylammonium iodide (4.37 g, 11.8 mmol), triphenylphosphine (0,245 g, 0.94 mmol), palladium chloride (83 mg, 0.47 mmol) and potassium acrylate (3.91 g, 35.4 mmol). The mixture was placed under nitrogen and stirred and heated at 120° C. for 3.3 h. Some potassium acrylate remained undissolved. The mixture was cooled, solids filtered and washed with ethyl acetate (2×60 ml). The filtrate was washed with water (250 ml) and with 5% sodium chloride solution (2×125 ml). The organic layer was dried and evaporated. The pure product was obtained by flash column chromatography (silica, 2,0% ether in dichloromethane) (3.52 g, 72%). mp 112°114° C.

후처리

  1. temperatureThe mixture was cooled
  2. filtrationsolids filtered
  3. washwashed with ethyl acetate (2×60 ml)
  4. washThe filtrate was washed with water (250 ml) and with 5% sodium chloride solution (2×125 ml)
  5. customThe organic layer was dried
  6. customevaporated
  7. customThe pure product was obtained by flash column chromatography (silica, 2,0% ether in dichloromethane) (3.52 g, 72%)
  8. custommp 112°114° C.

출처 및 근거

ORD 기록
ord-ea78dff7ba164da1b7519d695e39162b
출처 데이터셋
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05646286

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트