4-Aminophenol → N-(4-Hydroxyphenyl)nonadecanamide

HRID 1608542ノート

反応式

HRID 1608542 の反応式
[CH:1]1[C:6]([NH2:7])=[CH:5][CH:4]=[C:3]([OH:8])[CH:2]=1.C(N(CC)CC)C.[C:16](Cl)(=[O:35])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]>C(C(C)=O)C>[OH:8][C:3]1[CH:4]=[CH:5][C:6]([NH:7][C:16](=[O:35])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=[CH:1][CH:2]=1

参加物

5

反応物 3

HCID 4034-AminophenolHCID 8471TriethylamineHCID 4250939Nonadecanoyl chloride

生成物 1

HCID 19597124N-(4-Hydroxyphenyl)nonadecanamide収率 83%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

Under a nitrogen atmosphere, p-aminophenol (109 g) was suspended in methyl ethyl ketone (2000 ml). To this suspension was added triethylamine (253 g) and then was added nonadecanoyl chloride (331 g), followed by refluxing with heating for 2 hours. The reaction mixture was cooled to room temperature to precipitate a white crystal. This crystal was filtered off under reduced pressure and recrystallized from methyl ethyl ketone to obtain 323 g of the desired product. Yield 80%; m.p. 138° C.

後処理

  1. temperatureby refluxing
  2. temperaturewith heating for 2 hours
  3. customto precipitate a white crystal
  4. filtrationThis crystal was filtered off under reduced pressure
  5. customrecrystallized from methyl ethyl ketone

出典と根拠

ORDレコード
ord-ae9c97feff854c1e9a6833c67b6000ce
出典データセット
uspto-grants-1995_03
特許番号
US05395815

反応ノート

読み込み中…