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Dimethylformamide → 4-Bromo-2-cyclobutoxy-1-methoxymethoxybenzene

HRID 2097463
ノート
印刷プレビュー

反応式

HRID 2097463 の反応式
CN(C)C=O.[Br:6][C:7]1[CH:8]=[CH:9][C:10]([O:14][CH2:15][O:16][CH3:17])=[C:11]([OH:13])[CH:12]=1.C(=O)([O-])[O-].[K+].[K+].[CH:24]1(Br)[CH2:27][CH2:26][CH2:25]1>O>[Br:6][C:7]1[CH:8]=[CH:9][C:10]([O:14][CH2:15][O:16][CH3:17])=[C:11]([O:13][CH:24]2[CH2:27][CH2:26][CH2:25]2)[CH:12]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 78110BromocyclobutaneHCID 57256524HCID 57256524、化合物

生成物 1

HCID 666026564-Bromo-2-cyclobutoxy-1-methoxymethoxybenzene収率 66%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

To 10 ml of N,N-dimethylformamide solution containing 1.73 g (7.4 mmol) of 5-bromo-2-methoxymethoxyphenol obtained in Reference Example 5-(b) were added 1.0 g (7.2 mmol) of potassium carbonate and 1.0 g (7.4 mmol) of cyclobutyl bromide, and the mixture was stirred at 100° C. for 5 hours. After completion of the reaction, 10 ml of water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer after separation was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The obtained residue was applied to silica gel column chromatography (Eluent; hexane:ethyl acetate=9:1 (V/V)), and the fractions containing the desired compound were concentrated under reduced pressure to obtain 1.4 g of the title compound as a colorless oil. (Yield: 66%)

後処理

  1. additionwas added to the reaction mixture
  2. extractionthe mixture was extracted with ethyl acetate
  3. customThe organic layer after separation
  4. washwas washed with a saturated aqueous solution of sodium chloride
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. additionthe fractions containing the desired compound
  8. concentrationwere concentrated under reduced pressure

出典と根拠

ORDレコード
ord-ff9ca79b9b274449971d161d0a1583de
出典データセット
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08450319B2

反応ノート

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