Tetrahydrofuran → 6,7,10,11-Tetrakis(decyloxy)triphenylene-1,4-dione

HRID 548512ノート

反応式

HRID 548512 の反応式
C1COCC1.C[O:7][C:8]1[C:25]2[C:24]3[C:19](=[CH:20][C:21]([O:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH3:47])=[C:22]([O:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])[CH:23]=3)[C:18]3[C:13](=[CH:14][C:15]([O:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH3:69])=[C:16]([O:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH3:58])[CH:17]=3)[C:12]=2[C:11]([O:70]C)=[CH:10][CH:9]=1>CCOCC>[CH2:27]([O:26][C:22]1[CH:23]=[C:24]2[C:19](=[CH:20][C:21]=1[O:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH3:47])[C:18]1[C:13](=[CH:14][C:15]([O:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH3:69])=[C:16]([O:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH3:58])[CH:17]=1)[C:12]1[C:11](=[O:70])[CH:10]=[CH:9][C:8](=[O:7])[C:25]2=1)[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36]

参加物

4

反応物 2

HCID 8028TetrahydrofuranHCID 536909211,4-Dimethoxy-6,7,10,11-tetrakis(decyloxy)triphenylene

生成物 1

HCID 537372916,7,10,11-Tetrakis(decyloxy)triphenylene-1,4-dione収率 80%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

An aqueous solution (1 mL) of (NH4)2Ce(NO3)6 (0.035 g, 0.064 mmol) was added dropwise to a THF solution (5 mL) of 4a (0.029 g, 0.032 mmol). The reaction mixture immediately turned deep red. After 6 h the reaction mixture was poured into ether and washed with a saturated solution of NaHCO3 and water. The organic layer was dried with MgSO4 and the solvent removed under reduced pressure. The crude product was purified by column chromatography on silica gel (1:1 CH2Cl2/hexane) to afford 5a as a deep red solid in 80% yield (mp 86-87° C.).

後処理

  1. washwashed with a saturated solution of NaHCO3 and water
  2. dry with materialThe organic layer was dried with MgSO4
  3. customthe solvent removed under reduced pressure
  4. customThe crude product was purified by column chromatography on silica gel (1:1 CH2Cl2/hexane)

出典と根拠

ORDレコード
ord-ed06ec67d0db4b3d88e649bee905975b
出典データセット
uspto-grants-2011_05
特許番号
US07943062B2

反応ノート

読み込み中…