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Allyl bromide → HCID 58026901, 화합물

HRID 1966291
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HRID 1966291 반응식
[C:1]([O:5][CH2:6][C:7]1[C:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[O:23][CH3:24])=[CH:15][CH:14]=[C:13]2[C:8]=1[C:9]([CH3:27])=[CH:10][C:11]([CH3:26])([CH3:25])[NH:12]2)(=[O:4])[CH:2]=[CH2:3].[CH2:28](Br)[CH:29]=[CH2:30].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(OCC)(=O)C>[C:1]([O:5][CH2:6][C:7]1[C:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[O:23][CH3:24])=[CH:15][CH:14]=[C:13]2[C:8]=1[C:9]([CH3:27])=[CH:10][C:11]([CH3:26])([CH3:25])[N:12]2[CH2:30][CH:29]=[CH2:28])(=[O:4])[CH:2]=[CH2:3]
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참가 물질

6

반응물 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 580268935-Acryloyloxymethyl-6-(2-methoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline

생성물 1

HCID 58026901HCID 58026901, 화합물수율 41%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매
HCID 8857
Ethyl Acetate
용매

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온도
60 °C

실험 절차

A mixture of 5-acryloyloxymethyl-6-(2-methoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline (Compound No. 1-7, 50 mg, 0.14 mmol), allylbromide (111 μL, 1.28 mmol) and potassium carbonate (78 mg, 0.56 mmol) was suspended in anhydrous N,N-dimethylformamide (2 mL), and the reaction mixture was stirred at 60° C. for 4 days. After cooling down, it was diluted with ethyl acetate (25 mL). The whole was washed with water (30 mL, twice) and saturated brine (30 mL) successively, dried over anhydrous magnesium sulfate, and then the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give the titled compound (23 mg) as a pale yellow oil. (Yield 41%)

후처리

  1. temperatureAfter cooling down
  2. washThe whole was washed with water (30 mL
  3. dry with materialtwice) and saturated brine (30 mL) successively, dried over anhydrous magnesium sulfate
  4. customthe solvent was removed under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-143f10f5964f459d90a6b8bc01b61524
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08420635B2

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