Potassium Iodide → 9-bromo-13,13-dimethyl-6,11-di(naphthalen-1-yl)-13H-indeno[1,2-b]anthracene

HRID 40411노트

반응식

HRID 40411 반응식
[Br:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12]([C:17]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[CH:20]=[CH:19][CH:18]=3)(O)[C:11]3[CH:10]=[C:9]4[C:27]5[C:32]([C:33]([CH3:35])([CH3:34])[C:8]4=[CH:7][C:6]=3[C:5]([C:37]3[C:46]4[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=4)[CH:40]=[CH:39][CH:38]=3)(O)[C:4]=2[CH:3]=1)=[CH:31][CH:30]=[CH:29][CH:28]=5.[I-].[K+].[PH2]([O-])=O.[Na+]>C(O)(=O)C>[Br:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[C:5]([C:37]3[C:46]4[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=4)[CH:40]=[CH:39][CH:38]=3)[C:6]3[CH:7]=[C:8]4[C:33]([CH3:35])([CH3:34])[C:32]5[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=5)[C:9]4=[CH:10][C:11]=3[C:12]=2[C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]=[CH:19][CH:18]=2)[CH:3]=1

참가 물질

5

반응물 3

HCID 4875Potassium IodideHCID 673868939-bromo-13,13-dimethyl-6,11-di(naphthalen-1-yl)-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diolHCID 178527019HCID 178527019, 화합물

생성물 1

HCID 866572059-bromo-13,13-dimethyl-6,11-di(naphthalen-1-yl)-13H-indeno[1,2-b]anthracene수율 57.7%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

9-bromo-13,13-dimethyl-6,11-di(naphthalen-1-yl)-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diol (11.87 g, 0.018 mol), potassium iodide (29.88 g, 0.18 mol), and sodium hypophosphite (35.63 g, 0.297 mol) were placed in a flask, and were suspended in acetic acid (300 ml). The reaction mixture was stirred for five hours while heating. After the reaction was terminated, the reaction solution was added to an excess of distilled water. The resultant solid was washed with distilled water, filtered, and purified by column chromatography to give 9-bromo-13,13-dimethyl-6,11-di(naphthalen-1-yl)-13H-indeno[1,2-b]anthracene (6.5 g, yield=57%)

후처리

  1. temperaturewhile heating
  2. customAfter the reaction was terminated
  3. additionthe reaction solution was added to an excess of distilled water
  4. washThe resultant solid was washed with distilled water
  5. filtrationfiltered
  6. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-eef15c4ab9f1421a86cd6e960b227d5f
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08525158B2

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