Dimethylformamide → 3-Benzyl-4-(6-bromohexyloxy)-8-(trifluoromethyl)quinoline

HRID 1677124ノート

反応式

HRID 1677124 の反応式
CN(C=O)C.[CH2:6]([C:13]1[CH:14]=[N:15][C:16]2[C:21]([C:22]=1[OH:23])=[CH:20][CH:19]=[CH:18][C:17]=2[C:24]([F:27])([F:26])[F:25])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[Br:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34]Br.C(=O)([O-])[O-].[K+].[K+]>O>[CH2:6]([C:13]1[CH:14]=[N:15][C:16]2[C:21]([C:22]=1[O:23][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][Br:28])=[CH:20][CH:19]=[CH:18][C:17]=2[C:24]([F:27])([F:25])[F:26])[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 123681,6-DibromohexaneHCID 178515542HCID 178515542、化合物

生成物 1

HCID 668707273-Benzyl-4-(6-bromohexyloxy)-8-(trifluoromethyl)quinoline収率 86%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A DMF (3 mL) solution of 3-benzyl-8-(trifluoromethyl)quinolin-4-ol (500 mg, 1.65 mmol), 1,6-dibromohexane (3.22 g, 13.20 mmol), and potassium carbonate (455.7 mg, 3.30 mmol) was stirred at room temperature overnight. The reaction solution was added with water and extracted with ethyl acetate. Subsequently, the organic layer was washed with brine, dried using anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (hexane:ethyl acetate), and the title compound (660 mg, yield 86%) was obtained as a colorless oil.

後処理

  1. extractionextracted with ethyl acetate
  2. washSubsequently, the organic layer was washed with brine
  3. customdried
  4. concentrationconcentrated in vacuo
  5. customThe obtained residue was purified

出典と根拠

ORDレコード
ord-679d1fe8ff274aac8f0a1803a70366b1
出典データセット
uspto-grants-2011_08
特許番号
US08008306B2

反応ノート

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