Myristyl bromide → N,N-Diethyl-2-(tetradecyloxy)benzamide

HRID 247928

反応式

HRID 247928 の反応式
[CH2:1]([N:3]([CH2:13][CH3:14])[C:4](=[O:12])[C:5]1[C:6](=[CH:8][CH:9]=[CH:10][CH:11]=1)[OH:7])[CH3:2].Br[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[CH2:13]([N:3]([CH2:1][CH3:2])[C:4](=[O:12])[C:5]1[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=1[O:7][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH3:16])[CH3:14]

参加物

5

反応物 3

HCID 8208Myristyl bromideHCID 11430Potassium CarbonateHCID 88006Diethylsalicylamide

生成物 1

HCID 19016298N,N-Diethyl-2-(tetradecyloxy)benzamide

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

A mixture of 25 g of N,N-diethylsalicylamide, 38.5 ml of 1-bromotetradecane, 22.35 g of potassium carbonate and 400 ml of 2-butanone is heated at reflux temperature for 16 hours. The reaction is cooled, filtered and concentrated in vacuo. The concentrate is dissolved in chloroform, dried and concentrated in vacuo. The residue is purified by column chromatography (silica gel:0-30% ethyl acetate/hexane) to give 42.5 g of the desired product as colorless crystals.

後処理

  1. temperatureis heated
  2. temperatureat reflux temperature for 16 hours
  3. temperatureThe reaction is cooled
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. dissolutionThe concentrate is dissolved in chloroform
  7. customdried
  8. concentrationconcentrated in vacuo
  9. customThe residue is purified by column chromatography (silica gel:0-30% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-abd0eef33caf43baafbb8f4403bcda70
出典データセット
uspto-grants-1993_05
特許番号
US05208247

関連ノート

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