Toluene → HCID 17929730, 화합물

HRID 1050692

반응식

HRID 1050692 반응식
[CH:1]1[CH:10]=[C:9]2[C:11]([O:13][C:14](=[O:15])[C:7]3=[C:8]2[C:3](=[C:4]([Br:16])[CH:5]=[CH:6]3)[CH:2]=1)=O.[CH2:17]([NH2:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].C1(C)C=CC=CC=1.C(Cl)(Cl)Cl>C(O)(=O)C>[Br:16][C:4]1[CH:5]=[CH:6][C:7]2[C:14](=[O:15])[N:23]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[C:11](=[O:13])[C:9]3[C:8]=2[C:3]=1[CH:2]=[CH:1][CH:10]=3

참가 물질

6

반응물 4

HCID 1140TolueneHCID 6212ChloroformHCID 8102HexylamineHCID 664931H,3H-Naphtho(1,8-cd)pyran-1,3-dione, 6-bromo-

생성물 1

HCID 17929730HCID 17929730, 화합물수율 74.3%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 4-bromo-1,8-naphthalic anhydride (21.40 g, 77.2 mmol), n-hexylamine (13.1 mL, 100 mmol), toluene (200 mL), and chloroform (200 mL) was heated to boil for 1 hour. Precipitate formed making stirring difficult. The mixture was acidified with acetic acid, and heating was continued at 90° C. with distillation of chloroform. After all precipitate dissolved, the reaction mixture was poured onto crushed ice (300 g) and acidified with concentrated HCl to pH 1. After the ice melted, the solid was filtered off and dried. The crude product was purified by column chromatography (silica gel, hexane/ethyl acetate 2:1) to give 6-bromo-2-hexyl-1H-benzo[de]isoquinoline-1,3(2H)-dione (20.66 g, 74%).

후처리

  1. temperaturewas heated
  2. customPrecipitate formed
  3. temperatureheating
  4. distillationwas continued at 90° C. with distillation of chloroform
  5. dissolutionAfter all precipitate dissolved
  6. additionthe reaction mixture was poured
  7. customonto crushed ice (300 g)
  8. filtrationthe solid was filtered off
  9. customdried
  10. customThe crude product was purified by column chromatography (silica gel, hexane/ethyl acetate 2:1)

출처 및 근거

ORD 기록
ord-cb714efa8ddb440cbca5d203951d57bd
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09382424B2

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