Dichloromethane → 1-Undecene, 11,11-dimethoxy-

HRID 2118107ノート

反応式

HRID 2118107 の反応式
[CH:1]([O-:6])([O-])[O:2][CH2:3]C.[CH:7](=O)[CH:8]=[CH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]C.Cl[CH2:20]Cl>CO.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH3:20][O:6][CH:1]([O:2][CH3:3])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH:8]=[CH2:7]

参加物

6

反応物 3

HCID 6344DichloromethaneHCID 624472-UndecenalHCID 53630039Ethylorthoformate

生成物 1

HCID 1033751-Undecene, 11,11-dimethoxy-収率 97%

試薬・触媒・溶媒 2

HCID 6101p-Toluenesulfonic acid触媒HCID 887Methanol溶媒2 回

実験手順

37.78 g of ethyl orthoformate (13.09 ml, 356 mmol, 2 eq.) and 1.691 g of para-toluenesulfonic acid (catalytic amount: 8.9 mmol, 0.051 eq.) are added to a solution of 30.05 g of 97% undecenal (37.10 ml, 173 mmol) dissolved in 500 ml of methanol. The reaction takes place over 12 hours and at reflux of the methanol. After addition of 500 ml of dichloromethane, the reaction mixture is washed successively with a 1% sodium carbonate solution (two times) and with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate and then concentrated to give 36.39 g of a brown liquid with a yield of 97%.

後処理

  1. customover 12 hours
  2. washthe reaction mixture is washed successively with a 1% sodium carbonate solution (two times) and with a saturated sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-358f32ced2c142e78352d1a7d0fda2ab
出典データセット
uspto-grants-2008_10
特許番号
US07442823B2

反応ノート

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