2,5-Dimethoxybenzaldehyde → 1-(2,5-Dimethoxyphenyl)prop-2-en-1-ol

HRID 1975624ノート

反応式

HRID 1975624 の反応式
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:4]=1[CH:5]=[O:6].[CH:13]([Mg]Br)=[CH2:14]>C1COCC1>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:4]=1[CH:5]([CH:13]=[CH2:14])[OH:6]

参加物

4

反応物 2

HCID 667262,5-DimethoxybenzaldehydeHCID 178418507HCID 178418507、化合物

生成物 1

HCID 190210221-(2,5-Dimethoxyphenyl)prop-2-en-1-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 2,5-dimethoxybenzaldehye (12.0 g, 0.072 mole) in 50 ml of dry THF was added dropwise to 100 ml of 1M solution of vinyl magnesium bromide in THF while keeping the reaction mixture at room temperature with cooling. The mixture was stirred for 4 hours at room temperature and then quenched with saturated NH4Cl solution. The layers were separated and the aqueous portion was extracted with diethyl ether. The combined organic portion was washed with water, dried (MgSO4), and concentrated. The resulting oil, 13.4 g, was sufficiently pure for the next reaction; IR (neat) 3500 cm-1); NMR (CDCl3) δ6.7-7.0 (m,3H); 6.0-6.2 (m, 1H); 5.1-5.3 (m,3H); 3.75 (two singlets, 6H); 3.16 (br,1H).

後処理

  1. customat room temperature
  2. temperaturewith cooling
  3. customquenched with saturated NH4Cl solution
  4. customThe layers were separated
  5. extractionthe aqueous portion was extracted with diethyl ether
  6. washThe combined organic portion was washed with water
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated
  9. customThe resulting oil, 13.4 g, was sufficiently pure for the next reaction

出典と根拠

ORDレコード
ord-061c390896fa4c48b7d8a756078c0362
出典データセット
uspto-grants-1994_02
特許番号
US05288693

反応ノート

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