Toluene → HCID 57967305, 화합물

HRID 535241노트

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HRID 535241 반응식
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([C:13]=2[C:15]2[CH:20]=[CH:19][C:18]([C:21]4[O:22][C:23]5[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=5[N:25]=4)=[CH:17][CH:16]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.C1(C)C=CC=CC=1.[Br:37]N1C(=O)CCC1=O>C(OCC)(=O)C>[Br:37][C:6]1[C:5]2[C:14](=[CH:1][CH:2]=[CH:3][CH:4]=2)[C:13]([C:15]2[CH:16]=[CH:17][C:18]([C:21]3[O:22][C:23]4[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=4[N:25]=3)=[CH:19][CH:20]=2)=[C:12]2[C:7]=1[CH:8]=[CH:9][CH:10]=[CH:11]2

참가 물질

5

반응물 3

HCID 1140TolueneHCID 67184N-bromobutanimideHCID 579673632-[4-(9-Anthryl)phenyl]benzoxazole

생성물 1

HCID 57967305HCID 57967305, 화합물수율 83.3%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

In a 1 L Meyer flask, 3.3 g (8.8 mmol) of 2-[4-(9-anthryl)phenyl]benzoxazole, 50 mL of toluene, and 200 mL of ethyl acetate were placed. Into the solution, 1.6 g (8.8 mmol) of N-bromosuccinimide was added little by little. This solution was stirred under air for 25 hours. After a certain period, the solution was washed with water, a saturated aqueous solution of sodium hydrogen carbonate, and saturated saline, and then, the organic layer was dried with magnesium sulfate. The obtained mixture was gravity filtered, and the filtrate was condensed to give an oily substance. The oily substance was purified by silica gel column chromatography (toluene:hexane=5:1) to give a solid. The solid was recrystallized with toluene/methanol, giving 3.3 g of the target yellow powder in a yield of 82%.

후처리

  1. waitAfter a certain period
  2. washthe solution was washed with water
  3. dry with materiala saturated aqueous solution of sodium hydrogen carbonate, and saturated saline, and then, the organic layer was dried with magnesium sulfate
  4. filtrationfiltered
  5. customcondensed
  6. customto give an oily substance
  7. customThe oily substance was purified by silica gel column chromatography (toluene:hexane=5:1)
  8. customto give a solid
  9. customThe solid was recrystallized with toluene/methanol

출처 및 근거

ORD 기록
ord-da4f405962094ba0b7cf1e64dfde2caf
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859108B2

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