Water → 3-(Tetradecyloxy)propan-1-ol

HRID 463644

反応式

HRID 463644 の反応式
[CH2:1]([OH:5])[CH2:2][CH2:3][OH:4].[CH2:6](Br)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].[OH-].[K+].O>CS(C)=O.O1CCCC1>[CH2:19]([O:4][CH2:3][CH2:2][CH2:1][OH:5])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH3:6]

参加物

6

反応物 4

HCID 962WaterHCID 8208Myristyl bromideHCID 104421,3-PropanediolHCID 14797Potassium Hydroxide

生成物 1

HCID 1142393-(Tetradecyloxy)propan-1-ol収率 34.6%

試薬・触媒・溶媒 1

HCID 21830753dimethylsulfoxide THF溶媒

実験手順

In 70 ml of a mixture of dimethylsulfoxide-tetrahydrofuran (1:1) are dissolved 12.3 g of trimethylene glycol and 15 g of tetradecyl bromide. To the solution is added 12 g of powdery potassium hydroxide. The mixture is vigorously stirred for one hour at a room temperature, which is refluxed under heating for two hours. The reaction mixture is poured into 400 ml of cold water, which is neutralized and subjected to extraction with ethyl acetate, then washed with water and dried. The resultant is concentrated to dryness, and the residue is dissolved in methanol when hot. Cooling of the solution gives precipitation of crystals, which are removed by filtration. The filtrate is refined by means of chromatography employing silica-gel (eluent:chloroform) to give 5.1 g of the end-product.

後処理

  1. temperaturewhich is refluxed
  2. temperatureunder heating for two hours
  3. extractionsubjected to extraction with ethyl acetate
  4. washwashed with water
  5. customdried
  6. concentrationThe resultant is concentrated to dryness
  7. dissolutionthe residue is dissolved in methanol when hot
  8. temperatureCooling of the solution
  9. customgives
  10. customprecipitation of crystals, which
  11. customare removed by filtration

出典と根拠

ORDレコード
ord-114af40f277c494d890493369382aa3d
出典データセット
uspto-grants-1985_10
特許番号
US04544512

関連ノート

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