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

Ammonium Chloride → 8,8-Di-pyridin-2-yl-oct-7-enoic acid ethyl ester

HRID 523898
노트
인쇄 미리보기

반응식

HRID 523898 반응식
C[Si]([N-][Si](C)(C)C)(C)C.[Na+].[Br-].[CH2:12]([O:14][C:15]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:16])[CH3:13].[N:42]1[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=1[C:48]([C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][N:51]=1)=O.[NH4+].[Cl-]>C1COCC1.CCOC(C)=O>[CH2:12]([O:14][C:15](=[O:16])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH:22]=[C:48]([C:43]1[CH:44]=[CH:45][CH:46]=[CH:47][N:42]=1)[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][N:51]=1)[CH3:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 25517Ammonium ChlorideHCID 88065Bis(2-pyridyl) ketoneHCID 2724254Sodium bis(trimethylsilyl)amideHCID 10994694(Carbethoxyhexyl)triphenylphosphonium bromide

생성물 1

HCID 585450338,8-Di-pyridin-2-yl-oct-7-enoic acid ethyl ester수율 40%

시약·촉매·용매 2

HCID 8028
Tetrahydrofuran
용매
3회
HCID 8857Ethyl Acetate용매

실험 절차

NaHMDS (10.01 mL, 10.01 mmol) as a solution in THF was added to (6-ethoxycarbonyl-hexyl)-triphenyl-phosphonium bromide 1 (10.54 mmol) in THF (40 mL) at −78° C. under Ar(g). After 30 min, di-pyridin-2-yl-methanone (1.437 g, 7.81 mmol) in THF (5 mL) was added; the reaction was stirred for 2 h, and was then allowed to warm to rt. After 17 h, saturated aqueous NH4Cl (250 mL) and EtOAc (150 mL) were added; the phases were separated, and the aqueous phase was extracted with EtOAc (2×100 mL). The organic phases were combined, dried over MgSO4, filtered, and then evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography eluting with CH2Cl2/MeOH (100:0.5 to 100:2) to furnish II as a pale brown oil (990 mg, 40%).

후처리

  1. waitAfter 17 h
  2. customthe phases were separated
  3. extractionthe aqueous phase was extracted with EtOAc (2×100 mL)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customThe resulting residue was purified by silica gel column chromatography
  8. washeluting with CH2Cl2/MeOH (100:0.5 to 100:2)

출처 및 근거

ORD 기록
ord-ddf50275605a46cc90d026b9dc0e724b
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09340503B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트