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Acetone → HCID 14397959, 화합물

HRID 652611
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인쇄 미리보기

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HRID 652611 반응식
[Cl:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9]([OH:17])[CH:10]=[CH:11][CH:12]=3)[C:7](=[O:18])[C:6]=2[C:5]([Cl:19])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[CH3:26][C:27]1[CH:34]=[C:33]([CH3:35])[CH:32]=[C:31]([CH3:36])[C:28]=1[CH2:29]Cl.CC(C)=O>C(=O)([O-])[O-].[Cs+].[Cs+].CN(C)C=O>[Cl:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9]([O:17][CH2:29][C:28]4[C:31]([CH3:36])=[CH:32][C:33]([CH3:35])=[CH:34][C:27]=4[CH3:26])[CH:10]=[CH:11][CH:12]=3)[C:7](=[O:18])[C:6]=2[C:5]([Cl:19])=[CH:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 180AcetoneHCID 10796Cesium carbonateHCID 741082,4,6-Trimethylbenzyl chloride2회HCID 108916751,4-dichloro-5-hydroxy-9,10-Anthracenedione

생성물 1

HCID 14397959HCID 14397959, 화합물수율 78%

시약·촉매·용매 2

HCID 10796
Cesium carbonate
촉매
HCID 6228Dimethylformamide용매

반응 조건

온도
10 °C

실험 절차

A mechanically stirred mixture of 550.6 g (1.88 mol) of 1,4-dichloro-5-hydroxy-9,10-anthracenedione (1), 413.4 g (2.14 mol) of anhydrous cesium carbonate, 444 g, (2.4 mol) of 2,4,6-trimethylbenzyl chloride, 7.06 l of acetone, and 2.31 l of N,N-dimethylformamide was heated at reflux for 23 hr. During this period, additional portions of 2,4,6-trimethylbenzyl chloride (2.5 hr, 31.7 g; 6.5 hr, 63.4 g; 20 hr, 31.7 g) and one portion of cesium carbonate (20 hr, 4.8 g) were added. The mixture was cooled to 10° C. The precipitate was collected by filtration, washed successively with hot water and methanol, then dried at 7-9 mm/50° C./20 hr to leave 621 g (78%) of 11, mp 216°-218° C., 97.9% pure by HPLC.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 23 hr
  3. waitDuring this period
  4. filtrationThe precipitate was collected by filtration
  5. washwashed successively with hot water and methanol
  6. customdried at 7-9 mm/50° C./20 hr

출처 및 근거

ORD 기록
ord-c61b9c807bce4ee28cc00901c41c3fb3
출처 데이터셋
uspto-grants-1987_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04672129

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