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

Potassium Iodide → 1-[2-(Diphenylmethoxy) ethyl]-3-(3-methoxyphenyl)pyrrolidine

HRID 1032335
노트
인쇄 미리보기

반응식

HRID 1032335 반응식
[C:1]1([CH:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[O:8][CH2:9][CH2:10]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH:26]2[CH2:30][CH2:29][NH:28][CH2:27]2)[CH:23]=[CH:24][CH:25]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CN(C)C=O>[C:1]1([CH:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[O:8][CH2:9][CH2:10][N:28]2[CH2:29][CH2:30][CH:26]([C:22]3[CH:23]=[CH:24][CH:25]=[C:20]([O:19][CH3:18])[CH:21]=3)[CH2:27]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 237821[(2-Bromoethoxy)(phenyl)methyl]benzeneHCID 129379913-(3-Methoxyphenyl)pyrrolidine

생성물 1

HCID 145563061-[2-(Diphenylmethoxy) ethyl]-3-(3-methoxyphenyl)pyrrolidine수율 43%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매
2회

반응 조건

온도
80 °C

실험 절차

A solution of 17.5 g (60 mmole) of 1-(diphenylmethoxy)-2-bromoethane in 50 cm3 of dimethylformamide was added to a mixture of 10.6 g (60 mmole) of 3-(3-methoxyphenyl)pyrrolidine [prepared according to A. Ebnother and K. Hasspacher, Swiss Patent No. 526 536], 16.6 g (120 mmole) of potassium carbonate, 300 cm3 of dimethylformamide and a few potassium iodide crystals. The mixture was heated at 80° C. for 13 hours, and concentrated to dryness under reduced pressure after it returned to room temperature. The residue was taken up with 500 cm3 of 1N hydrochloric acid and extracted with ether. The aqueous acid phase was separated, basified with 10N sodium hydroxide solution, and extracted with methylene chloride. The organic solution was dried on sodium sulfate. The evaporation of the solvent provided an oily residue. Purification by silica gel filtration (eluent, hexane-ethyl acetate, 1/1) yielded 10 g of 1-[2-(diphenylmethoxy) ethyl]-3-(3-methoxyphenyl)pyrrolidine, which was dissolved in 100 cm3 of ether. To this solution was added a solution of 2.55 g (28.3 mmole) of oxalic acid in 30 cm3 of acetone. The oxalate precipitate was filtered and recrystallized from acetone.

후처리

  1. customprepared
  2. concentrationconcentrated to dryness under reduced pressure after it
  3. customreturned to room temperature
  4. extractionextracted with ether
  5. customThe aqueous acid phase was separated
  6. extractionextracted with methylene chloride
  7. customThe organic solution was dried on sodium sulfate
  8. customThe evaporation of the solvent
  9. customprovided an oily residue
  10. customPurification
  11. filtrationby silica gel filtration (eluent, hexane-ethyl acetate, 1/1)

출처 및 근거

ORD 기록
ord-fa2074557a68440f834e73daeec32ecc
출처 데이터셋
uspto-grants-1990_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04957927

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트