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

Diphenylamine → 5-(Diphenylamino)benzo[c]phenanthrene

HRID 2371240
노트
인쇄 미리보기

반응식

HRID 2371240 반응식
ClP(C(C)(C)C)C(C)(C)C.Br[C:12]1[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=2[C:23]2[C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[CH:16]=[CH:15][C:14]=2[CH:13]=1.[C:30]1([NH:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.CC(C)([O-])C.[Na+]>C1(C)C=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O>[C:37]1([N:36]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[C:12]2[C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=3[C:23]3[C:22]4[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=4[CH:16]=[CH:15][C:14]=3[CH:13]=2)[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 11487DiphenylamineHCID 139566Di-tert-butylchlorophosphineHCID 106624825-Bromobenzo[c]phenanthreneHCID 23676156Sodium t-butoxide

생성물 1

HCID 585113625-(Diphenylamino)benzo[c]phenanthrene

시약·촉매·용매 3

HCID 167845palladium(II) acetate
촉매
HCID 962Water용매
HCID 1140Toluene용매

반응 조건

온도
60 °C

실험 절차

190 μl (1 mmol) of chlorodi-tert-butylphosphine and then 112 mg (0.5 mmol) of palladium(II) acetate are added to a suspension of 15.3 g (50 mmol) of 5-bromobenzo[c]phenanthrene, 10.2 g (60 mmol) of diphenylamine and 7.7 g (80 mmol) of sodium tert-butoxide in 500 ml of toluene, and the mixture is subsequently heated under reflux for 5 h. After the mixture has been cooled to 60° C., 500 ml of water are added, the organic phase is separated off, filtered through silica gel, evaporated virtually to dryness at 80° C. in vacuo, and 300 ml of ethanol are then added. After cooling, the solid is filtered off with suction. The product is purified by recrystallisation from dioxane five times (about 8 ml/g). Yield: 12.6 g (32 mmol), 64.1%, purity 99.9% (HPLC).

후처리

  1. temperaturethe mixture is subsequently heated
  2. temperatureunder reflux for 5 h
  3. customthe organic phase is separated off
  4. filtrationfiltered through silica gel
  5. customevaporated virtually to dryness at 80° C. in vacuo, and 300 ml of ethanol
  6. additionare then added
  7. temperatureAfter cooling
  8. filtrationthe solid is filtered off with suction
  9. customThe product is purified by recrystallisation from dioxane five times (about 8 ml/g)

출처 및 근거

ORD 기록
ord-1757804d8899434782ba850dd45ce2c7
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08710284B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트