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

Water → benzyl (2S,4R)-2-(4-methyl-1-pentenyl)-4-[(2-methyl-2-propenyl)oxy]-1-pyrrolidinecarboxylate

HRID 2249678
노트
인쇄 미리보기

반응식

HRID 2249678 반응식
[OH-].[Na+].[OH:3][C@H:4]1[CH2:8][N:7]([C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[C@H:6]([CH:19]=[CH:20][CH2:21][CH:22]([CH3:24])[CH3:23])[CH2:5]1.Cl[CH2:26][C:27]([CH3:29])=[CH2:28].O>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[CH3:23][CH:22]([CH3:24])[CH2:21][CH:20]=[CH:19][C@@H:6]1[CH2:5][C@@H:4]([O:3][CH2:28][C:27]([CH3:29])=[CH2:26])[CH2:8][N:7]1[C:9]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 112413-Chloro-2-methyl-1-propeneHCID 14798Sodium HydroxideHCID 86630054benzyl (2S,4R)-4-hydroxy-2-(4-methyl-1-pentenyl)-1-pyrrolidinecarboxylate

생성물 1

HCID 86630055benzyl (2S,4R)-2-(4-methyl-1-pentenyl)-4-[(2-methyl-2-propenyl)oxy]-1-pyrrolidinecarboxylate

시약·촉매·용매 2

HCID 74236
Tetrabutylammonium Bromide
촉매
HCID 1140Toluene용매2회

반응 조건

온도
120 °C

실험 절차

After adding 0.04 g of tetrabutylammonium bromide to 8 ml of 50% aqueous solution of sodium hydroxide, the mixture is heated to 120° C. Thereto is dropwise added a solution of 0.40 g of benzyl (2S,4R)-4-hydroxy-2-(4-methyl-1-pentenyl)-1-pyrrolidinecarboxylate and 0.65 ml of 3-chloro-2-methyl-1-propene in 0.8 ml of toluene over a period of 5 minutes. The mixture thus obtained is heated under reflux for 30 minutes with stirring. The reaction mixture is cooled to ambient temperature, toluene and water are added, and the organic layer is separated. The organic layer thus obtained is washed with water and saturated aqueous solution of sodium chloride successively and dried over anhydrous magnesium sulfate, and then the solvent is distilled off under reduced pressure. The residue thus obtained is purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate=10:1) to obtain 0.31 g of benzyl (2S,4R)-2-(4-methyl-1-pentenyl)-4-[(2-methyl-2-propenyl)oxy]-1-pyrrolidinecarboxylate as a colorless oily product.

후처리

  1. customThe mixture thus obtained
  2. temperatureis heated
  3. temperatureunder reflux for 30 minutes
  4. temperatureThe reaction mixture is cooled to ambient temperature
  5. customthe organic layer is separated
  6. customThe organic layer thus obtained
  7. washis washed with water and saturated aqueous solution of sodium chloride successively
  8. dry with materialdried over anhydrous magnesium sulfate
  9. distillationthe solvent is distilled off under reduced pressure
  10. customThe residue thus obtained
  11. customis purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate=10:1)

출처 및 근거

ORD 기록
ord-cbc969d85a374ad697dcc5e6833b690d
출처 데이터셋
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07314888B1

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트