Tetrahydrofuran → 1,2-Phenanthrenedione

HRID 2195577

反応式

HRID 2195577 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 30805661,2-Phenanthrenedione収率 76%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-9ca737a9f5214428ab90c08d96b3b452
出典データセット
uspto-grants-2012_12
特許番号
US08338027B2

関連ノート

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