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

Dimethyl malonate → dimethyl (S)-alpha-(1,3-diphenyl-2-propen-1-yl)malonate

HRID 658287
노트
인쇄 미리보기

반응식

HRID 658287 반응식
C(O[CH:5]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH:6]=[CH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=O)C.[C:20]([O:27][CH3:28])(=[O:26])[CH2:21][C:22]([O:24][CH3:25])=[O:23].C/C(/O[Si](C)(C)C)=N\[Si](C)(C)C.C([O-])(=O)C.[K+].[Cl-].[NH4+]>ClCCl.C(OCC)C>[C:14]1([C@H:5]([CH:21]([C:20]([O:27][CH3:28])=[O:26])[C:22]([O:24][CH3:25])=[O:23])[CH:6]=[CH:7][C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 7943Dimethyl malonateHCID 25517Ammonium ChlorideHCID 517044Potassium AcetateHCID 6058773-Acetoxy-1,3-diphenylpropeneHCID 6913588N,O-bis(trimethylsilyl)acetamide

생성물 1

HCID 45115416dimethyl (S)-alpha-(1,3-diphenyl-2-propen-1-yl)malonate

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매2회

실험 절차

In 0.5 ml of dichloromethane were suspended 0.9 mg (2.5 μmol) of [PdCl(η3-C3H5)]2 and 1.8 mg (5.5 μmol) of (R,R)-t-Bu-QuinoxP* (1), followed by stirring at room temperature for 10 to 30 minutes. To the resulting solution were added a solution of 126 mg (0.50 mmol) of 1,3-diphenyl-2-propenyl acetate in 1.5 ml of dichloromethane, 171 μl (1.50 mmol) of dimethyl malonate, 367 μl (1.50 mmol) of N,O-bis(trimethylsilyl)acetamide (BSA), and a trace amount of potassium acetate. The reaction system was stirred at room temperature for 1 hour. The reaction mixture was diluted with diethyl ether, and a saturated aqueous solution of ammonium chloride was added to stop the reaction. The resulting mixture was extracted with diethyl ether, and the organic layer was washed with a sodium chloride aqueous solution. The organic layer was dried over anhydrous sodium sulfate. Any volatile matter was evaporated off, and the residue was purified by silica gel column chromatography.

후처리

  1. stirringThe reaction system was stirred at room temperature for 1 hour
  2. customthe reaction
  3. extractionThe resulting mixture was extracted with diethyl ether
  4. washthe organic layer was washed with a sodium chloride aqueous solution
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. customAny volatile matter was evaporated off
  7. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-0b47e6b8dd0c4e6cba6470c6760811ac
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08076480B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트