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

HRID 247928노트

반응식

HRID 247928 반응식
[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]

참가 물질

5

반응물 3

HCID 8208Myristyl bromideHCID 11430Potassium CarbonateHCID 88006Diethylsalicylamide

생성물 1

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

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-abd0eef33caf43baafbb8f4403bcda70
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05208247

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