Anthraquinone → HCID 22138029、化合物

HRID 901744ノート

反応式

HRID 901744 の反応式
Br[C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH2:18]([Li])[CH2:19][CH2:20][CH3:21].[CH:23]1[C:36]2[C:35](=[O:37])[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:28](=[O:38])[C:27]=2[CH:26]=[CH:25][CH:24]=1.[Cl-].[NH4+]>CCCCCC.C1COCC1.C1(C)C=CC=CC=1>[CH:18]1[C:10]2[CH:9]=[C:8]([C:4]3[CH:3]=[C:2]([C:35]4([OH:37])[C:34]5[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=5[C:28]([C:6]5[CH:7]=[CH:2][CH:3]=[C:4]([C:8]6[C:17]7[C:12]([C:11]8[CH:3]=[CH:2][CH:7]=[CH:6][C:10]=8[CH:9]=6)=[CH:13][CH:14]=[CH:15][CH:16]=7)[CH:5]=5)([OH:38])[C:27]5[C:36]4=[CH:23][CH:24]=[CH:25][CH:26]=5)[CH:7]=[CH:6][CH:5]=3)[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]=2[CH:21]=[CH:20][CH:19]=1

参加物

8

反応物 4

HCID 6780AnthraquinoneHCID 25517Ammonium ChlorideHCID 221380473-(1-Naphthyl)-1-bromobenzeneHCID 178418339Butyllithium

生成物 1

HCID 22138029HCID 22138029、化合物

試薬・触媒・溶媒 3

HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

実験手順

Under an atmosphere of argon, 1-(3-bromophenyl)naphthalene (6.5 g, 20 mmole, 2.8 eq) was dissolved into a mixed solvent composed of anhydrous toluene (25 ml) and anhydrous THF (25 ml) and the resultant solution was cooled at −25° C. in a dry ice/methanol bath. To the cooled solution, a hexane solution of n-butyllithium (1.50 mole/liter, 15 ml, 23 mmole, 1.1 eq) was added and the resultant solution was stirred at −20° C. for 1 hour. To the obtained mixture, anthraquinone (1.5 g, 7.2 mmole) was added and the resultant mixture was stirred at −20° C. for 1 hour and at the room temperature for 3 hours and left standing for one night. To the obtained reaction mixture, a saturated aqueous solution of ammonium chloride (20 ml) was added. The formed solid was separated by filtration and washed with water, methanol and acetone and a white solid (5.9 g, quant.) was obtained.

後処理

  1. waitleft
  2. waitstanding for one night
  3. customTo the obtained reaction mixture
  4. customThe formed solid was separated by filtration
  5. washwashed with water, methanol and acetone
  6. customa white solid (5.9 g, quant.) was obtained

出典と根拠

ORDレコード
ord-8913b09266e8462a9a84c08f1a108f9d
出典データセット
uspto-grants-2008_04
特許番号
US07361796B2

反応ノート

読み込み中…