Water → HCID 46177485、化合物

HRID 362743

反応式

HRID 362743 の反応式
[CH2:1]([OH:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][OH:10].[H-].[Na+].[CH2:14](Br)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O>CN(C)C=O>[OH:11][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

6

反応物 4

HCID 962WaterHCID 7498Benzyl BromideHCID 198351,9-NonanediolHCID 24758Sodium hydride

生成物 1

HCID 46177485HCID 46177485、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
50 °C

実験手順

16 g (100 mmol) of nonane-1,9-diol was dissolved in 150 ml of dimethylformamide and instilled in a suspension of 2.88 g (1.20 mmol) of sodium hydride in 100 ml of DMF. It is stirred for 2 hours at 50° C. It is cooled in an ice bath to 0° C. and 17.1 g (100 mmol) of benzyl bromide is instilled within 3 hours. Then, it is stirred for 5 hours at 60° C. The solution is cooled to room temperature, 1 l of water is added and it is extracted 3 times with 150 ml of ether. The combined organic phases are dried on magnesium sulfate and concentrated by evaporation in a vacuum. The remaining oil is chromatographed on silica gel (mobile solvent: hexane/acetone=15:1).

後処理

  1. temperatureIt is cooled in an ice bath to 0° C.
  2. stirringThen, it is stirred for 5 hours at 60° C
  3. temperatureThe solution is cooled to room temperature
  4. extractionit is extracted 3 times with 150 ml of ether
  5. customThe combined organic phases are dried on magnesium sulfate
  6. concentrationconcentrated by evaporation in a vacuum
  7. customThe remaining oil is chromatographed on silica gel (mobile solvent: hexane/acetone=15:1)

出典と根拠

ORDレコード
ord-fc4b56b613b44220b5048adbb7a41ed5
出典データセット
uspto-grants-1999_02
特許番号
US05871709

関連ノート

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