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

Chloroform → 2-(Bromomethyl)-2,3-dihydro-1-benzofuran

HRID 482557
노트
인쇄 미리보기

반응식

HRID 482557 반응식
C([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][CH:12](Br)[CH2:13][Br:14])(=O)C.[O-]CC.[Na+].C(Cl)(Cl)Cl>C(O)C>[Br:14][CH2:13][CH:12]1[O:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[CH2:11]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6212ChloroformHCID 2723922Sodium ethoxideHCID 19063195Phenol, 2-(2,3-dibromopropyl)-, 1-acetate

생성물 1

HCID 1406372-(Bromomethyl)-2,3-dihydro-1-benzofuran수율 66%

시약·촉매·용매 1

HCID 702Ethanol용매2회

반응 조건

온도
0 °C

실험 절차

340 mg (1.0 mmol) of compound 001B, which had been prepared in Step B, was dissolved in 3 ml of ethanol, followed by cooling to 0° C. To the resultant solution was dropwise added 1.2 ml (1.2 mmol) of a 1N solution of sodium ethoxide in ethanol and then, the resultant mixture was stirred at 0° C. for 2 hours to effect a reaction. To the resultant reaction mixture was added 20 ml of chloroform to obtain a mixture. The obtained mixture was successively washed with 20 ml of a 10% aqueous citric acid solution, 20 ml of water and 20 ml of saturated saline, to thereby form a chloroform layer containing the desired compound 001C, followed by separation of the chloroform layer. The chloroform layer thus separated was dehydrated by means of a Whatman 1PS filter paper and then, concentrated in vacuo to thereby obtain a residue. The obtained residue was purified by silica gel column chromatography. That is, the residue was applied to a column of 10 g of silica gel (Art. 9385, manufactured and sold by E. Merck, Darmstadt, Germany) and eluted with a mixed solvent of hexane-ethyl acetate (30:1), to thereby obtain 140 mg of compound 001C as a transparent oily substance (yield: 66%).

후처리

  1. customa reaction
  2. customTo the resultant reaction mixture
  3. customto obtain a mixture
  4. washThe obtained mixture was successively washed with 20 ml of a 10% aqueous citric acid solution, 20 ml of water and 20 ml of saturated saline
  5. customto thereby form a chloroform layer
  6. customfollowed by separation of the chloroform layer
  7. customThe chloroform layer thus separated
  8. filtrationfilter paper
  9. concentrationconcentrated in vacuo
  10. customto thereby obtain a residue
  11. customThe obtained residue was purified by silica gel column chromatography
  12. washeluted with a mixed solvent of hexane-ethyl acetate (30:1)

출처 및 근거

ORD 기록
ord-0258ba4bfc3549c88df9a5815eb74710
출처 데이터셋
uspto-grants-1998_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05798382

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트