Dimethylformamide → 7-(4-bromobutoxy)-8-propyl-4-(trifluoromethyl)-2H-chromen-2-one

HRID 2074432

反応式

HRID 2074432 の反応式
CN(C)C=O.[OH:6][C:7]1[C:16]([CH2:17][CH2:18][CH3:19])=[C:15]2[C:10]([C:11]([C:21]([F:24])([F:23])[F:22])=[CH:12][C:13](=[O:20])[O:14]2)=[CH:9][CH:8]=1.[Br:25][CH2:26][CH2:27][CH2:28][CH2:29]Br.C(=O)([O-])[O-].[K+].[K+]>O>[Br:25][CH2:26][CH2:27][CH2:28][CH2:29][O:6][C:7]1[C:16]([CH2:17][CH2:18][CH3:19])=[C:15]2[C:10]([C:11]([C:21]([F:24])([F:22])[F:23])=[CH:12][C:13](=[O:20])[O:14]2)=[CH:9][CH:8]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 80561,4-DibromobutaneHCID 11430Potassium CarbonateHCID 537014304-Trifluoromethyl-8-propyl-7-hydroxycoumarin

生成物 1

HCID 579630147-(4-bromobutoxy)-8-propyl-4-(trifluoromethyl)-2H-chromen-2-one収率 105.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

An N,N-dimethylformamide (5 mL) solution of 7-hydroxy-8-propyl-4-(trifluoromethyl)-2H-chromen-2-one (500 mg, 1.84 mmol), 1,4-dibromobutane (2.19 mL, 18.36 mmol), and potassium carbonate (375 mg, 2.76 mmol) was stirred overnight at room temperature. The reaction solution was added with water and extracted with ethyl acetate. Subsequently, the organic layer was washed with saturated saline, dried using anhydrous sodium sulfate, and concentrated under vacuum. The obtained residue was purified using silica-gel chromatography (hexane:ethyl acetate=10:1), and the title compound (0.79 g) was obtained as yellow oil.

後処理

  1. extractionextracted with ethyl acetate
  2. washSubsequently, the organic layer was washed with saturated saline
  3. customdried
  4. concentrationconcentrated under vacuum
  5. customThe obtained residue was purified

出典と根拠

ORDレコード
ord-57a940b758594132aef2836b23d3e696
出典データセット
uspto-grants-2011_04
特許番号
US07919509B2

関連ノート

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