9-Bromophenanthrene → HCID 86657206, 화합물

HRID 40412

반응식

HRID 40412 반응식
Br[C:2]1[C:3]2[C:8]([C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[CH:15]=1)=[CH:7][CH:6]=[CH:5][CH:4]=2.[Li][CH2:17][CH2:18][CH2:19][CH3:20].[Br:21][C:22]1[CH:35]=[CH:34][C:33]2[C:32](=[O:36])[C:31]3[CH:30]=[C:29]4[C:37]5[C:42]([C:43]([CH3:45])([CH3:44])[C:28]4=[CH:27][C:26]=3[C:25](=[O:46])[C:24]=2[CH:23]=1)=[CH:41][CH:40]=[CH:39][CH:38]=5>C1COCC1>[Br:21][C:22]1[CH:35]=[CH:34][C:33]2[C:32]([C:2]3[C:3]4[C:8]([C:9]5[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=5[CH:15]=3)=[CH:7][CH:6]=[CH:5][CH:4]=4)([OH:36])[C:31]3[CH:30]=[C:29]4[C:37]5[C:42]([C:43]([CH3:44])([CH3:45])[C:28]4=[CH:27][C:26]=3[C:25]([C:18]3[C:19]4[C:20]([C:2]6[CH:15]=[CH:14][CH:9]=[CH:8][C:3]=6[CH:17]=3)=[CH:7][CH:6]=[CH:5][CH:4]=4)([OH:46])[C:24]=2[CH:23]=1)=[CH:41][CH:40]=[CH:39][CH:38]=5

참가 물질

5

반응물 3

HCID 113099-BromophenanthreneHCID 58175293HCID 58175293, 화합물HCID 178418339Butyllithium

생성물 1

HCID 86657206HCID 86657206, 화합물수율 64.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

9-bromophenanthrene (13.88 g, 0.054 mol) was placed in a flask, and THF (200 ml) was added thereto. After dissolution, n-BuLi (38.4 ml, 0.06 mol) was gradually added at −780, and the reaction mixture was stirred for one hour at a maintained temperature. Then, 9-bromo-13,13-dimethyl-6H-indeno[1,2-b]anthracene-6,11(13H)-dione (9.67 g, 0.024 mol) was added and the reaction mixture was stirred at room temperature for 12 hours. After the reaction was terminated, the reaction solution was washed with distilled water, extracted with ethyl acetate, and purified by column chromatography to give 9-bromo-13,13-dimethyl-6,11-di(phenanthren-9-yl)-11,13-dihydro6H-indeno[1,2-b]anthracene-6,11-diol (11.7 g, yield=64%).

후처리

  1. additionwas gradually added at −780
  2. stirringthe reaction mixture was stirred at room temperature for 12 hours
  3. customAfter the reaction was terminated
  4. washthe reaction solution was washed with distilled water
  5. extractionextracted with ethyl acetate
  6. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-d09c11998eef444088b4328b3090a3c8
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08525158B2

연결된 노트

불러오는 중…