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

HRID 1957707노트

반응식

HRID 1957707 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0b3c9a405116418498dfa8313a777ceb
출처 데이터셋
uspto-grants-1998_07
특허 번호
US05786379

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