Anthraquinone → HCID 22138029, 화합물

HRID 1827604노트

반응식

HRID 1827604 반응식
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

참가 물질

8

반응물 4

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

생성물 1

HCID 22138029HCID 22138029, 화합물

시약·촉매·용매 3

HCID 1140Toluene용매HCID 8028Tetrahydrofuran용매HCID 8058Hexane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2ad89bb81efc455d85d7d346801415b2
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07053255B2

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