Methylparaben → Methyl 4-(octadecyloxy)benzoate

HRID 21433

反応式

HRID 21433 の反応式
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.[CH2:12](Br)[CH2:13][CH2:14][CH2:15][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>[CH2:29]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:10][CH:11]=1)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH3:12]

参加物

5

反応物 3

HCID 7456MethylparabenHCID 82181-BromooctadecaneHCID 11430Potassium Carbonate

生成物 1

HCID 4189536Methyl 4-(octadecyloxy)benzoate収率 45.4%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

A mixture containing methyl 4-hydroxybenzoate (45.6 g), octadecylbromide (100 g), and potassium carbonate (41.4 g) in 2-butanone (200 ml) was heated at reflux for 16 hours. The solvent was then removed until 125 ml of 2-butanone had been collected. While it was still warm, the remaining material was poured into methanol (400 ml). The product was filtered and recrystallized from 2000 ml of methanol to give methyl 4-octadecyloxybenzoate (55 g).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 16 hours
  3. customThe solvent was then removed until 125 ml of 2-butanone
  4. customhad been collected
  5. temperatureWhile it was still warm
  6. additionthe remaining material was poured into methanol (400 ml)
  7. filtrationThe product was filtered
  8. customrecrystallized from 2000 ml of methanol

出典と根拠

ORDレコード
ord-5bd9025ada774765b81d784d3b0ccf52
出典データセット
uspto-grants-1995_06
特許番号
US05424183

関連ノート

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