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Methyl iodide → 4-Allyl-5-methoxy-2-nitrobenzyl alcohol

HRID 494947
ノート
印刷プレビュー

反応式

HRID 494947 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([C:7]([N+:13]([O-:15])=[O:14])=[CH:8][C:9]=1[CH2:10][CH:11]=[CH2:12])[CH2:5][OH:6].[C:16](=O)([O-])[O-].[K+].[K+].IC>CN(C)C=O>[CH3:16][O:1][C:2]1[CH:3]=[C:4]([C:7]([N+:13]([O-:15])=[O:14])=[CH:8][C:9]=1[CH2:10][CH:11]=[CH2:12])[CH2:5][OH:6]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 576828183-Hydroxy-6-nitro-4-(2-propenyl)benzylalcohol

生成物 1

HCID 576827814-Allyl-5-methoxy-2-nitrobenzyl alcohol収率 78.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

4.68 g of 3-hydroxy-6-nitro-4-(2-propenyl)benzylalcohol was dissolved in 90 ml of N,N-dimethylformamide. Thereafter, 3.71 g of potassium carbonate and 3.81 g of iodomethane were added to the reaction solution, and the obtained mixture was stirred at room temperature overnight. The reaction solution was extracted with ethyl acetate, and then washed with water and a saturated sodium chloride aqueous solution. The organic layer was dried over magnesium sulfate and then concentrated under a reduced pressure. The residue was then purified by silica gel column chromatography (hexane-ethyl acetate), so as to obtain 3.93 g of the subject compound.

後処理

  1. extractionThe reaction solution was extracted with ethyl acetate
  2. washwashed with water
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. concentrationconcentrated under a reduced pressure
  5. customThe residue was then purified by silica gel column chromatography (hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-8b16132dc53240a18536984412ed64e3
出典データセット
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07538123B2

反応ノート

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