4-Mercaptobenzoic acid → 4-[3-(1-Adamantyl)-4-methoxyethoxymethoxybenzoylthio]benzoic acid

HRID 1957707ノート

反応式

HRID 1957707 の反応式
[SH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[C:11]12([C:21]3[CH:22]=[C:23]([CH:27]=[CH:28][C:29]=3[O:30][CH2:31][O:32][CH2:33][CH2:34][O:35][CH3:36])[C:24](Cl)=[O:25])[CH2:20][CH:15]3[CH2:16][CH:17]([CH2:19][CH:13]([CH2:14]3)[CH2:12]1)[CH2:18]2>N1C=CC=CC=1>[C:11]12([C:21]3[CH:22]=[C:23]([CH:27]=[CH:28][C:29]=3[O:30][CH2:31][O:32][CH2:33][CH2:34][O:35][CH3:36])[C:24]([S:1][C:2]3[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=3)=[O:25])[CH2:12][CH:13]3[CH2:14][CH:15]([CH2:16][CH:17]([CH2:19]3)[CH2:18]1)[CH2:20]2

参加物

4

反応物 2

HCID 957384-Mercaptobenzoic acidHCID 572331023-(1-Adamantyl)-4-methoxyethoxymethoxybenzoyl chloride

生成物 1

HCID 882978354-[3-(1-Adamantyl)-4-methoxyethoxymethoxybenzoylthio]benzoic acid

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

1.54 g (10 mmol) of 4-mercaptobenzoic acid and 40 ml of pyridine were introduced into a round-bottomed flask. A solution of 3.75 g (10 mmol) of 3-(1-adamantyl)-4-methoxyethoxymethoxybenzoyl chloride prepared in Example 10(c) was added dropwise and the mixture was stirred at room temperature for six hours. The mixture was evaporated to dryness, the residue was taken up in water and ethyl ether. The organic phase was separated out after settling had taken place, washed with water, dried over magnesium sulfate and evaporated. The solid obtained was recrystallized from a diisopropyl ether/methanol mixture, filtered off and dried. 2.94 g (59%) of 4-[3-(1-adamantyl)-4-methoxyethoxymethoxybenzoylthio]benzoic acid, having a melting point of 187°-8° C., were recovered.

後処理

  1. customThe mixture was evaporated to dryness
  2. customThe organic phase was separated out
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customThe solid obtained
  7. customwas recrystallized from a diisopropyl ether/methanol mixture
  8. filtrationfiltered off
  9. customdried
  10. customwere recovered

出典と根拠

ORDレコード
ord-0b3c9a405116418498dfa8313a777ceb
出典データセット
uspto-grants-1998_07
特許番号
US05786379

反応ノート

読み込み中…