Tetrahydrofuran → 1,2-Phenanthrenedione

HRID 2195577

반응식

HRID 2195577 반응식
[Si]([O:8][CH:9]1[CH:22]([O:23][Si](C(C)(C)C)(C)C)[C:21]2C=C(I)C=C[C:16]=2[C:15]2[C:10]1=[CH:11][CH:12]=[CH:13][CH:14]=2)(C(C)(C)C)(C)C.O1[CH2:36][CH2:35][CH2:34][CH2:33]1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C(O)C>[C:9]1(=[O:8])[C:10]2[CH:11]=[CH:12][C:13]3[C:14](=[CH:33][CH:34]=[CH:35][CH:36]=3)[C:15]=2[CH:16]=[CH:21][C:22]1=[O:23]

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 2724141Tetrabutylammonium FluorideHCID 685517879,10-Bis(t-butyldimethylsilyloxy)-2-iodo-9,10-dihydro-phenanthrene

생성물 1

HCID 30805661,2-Phenanthrenedione수율 76%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Into a 20 mL volume eggplant-shaped flask, 80 mg of the above-prepared 9,10-bis(t-butyldimethylsilyloxy)-2-iodo-9,10-dihydro-phenanthrene dimer, 10 mL of tetrahydrofuran, 43 mg of ethanol, and 0.4 mL of tetrabutylammonium fluoride were added and stirred at room temperature in air. The resultant reaction mixture was allowed to stand. Thereafter, the precipitate was collected by filtration and washed, thereby to give 28 mg of a phenanthrenequinone compound represented by the following chemical structural formula (1b-1) (hereinafter referred to as a “phenanthrenequinone compound (1b-1)”) (yield 76%) as a reddish brown-colored solid.

후처리

  1. customThe resultant reaction mixture
  2. filtrationThereafter, the precipitate was collected by filtration
  3. washwashed

출처 및 근거

ORD 기록
ord-9ca737a9f5214428ab90c08d96b3b452
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338027B2

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