Tetrahydrofuran → Allyl 4-[3-(1-adamantyl)-4-methoxyethoxymethoxybenzamido]benzoate

HRID 1957695노트

반응식

HRID 1957695 반응식
[NH2:1][C:2]1[CH:13]=[CH:12][C:5]([C:6]([O:8][CH2:9][CH:10]=[CH2:11])=[O:7])=[CH:4][CH:3]=1.C(N(CC)CC)C.C1COCC1.[C:26]12([C:36]3[CH:37]=[C:38]([CH:42]=[CH:43][C:44]=3[O:45][CH2:46][O:47][CH2:48][CH2:49][O:50][CH3:51])[C:39](Cl)=[O:40])[CH2:35][CH:30]3[CH2:31][CH:32]([CH2:34][CH:28]([CH2:29]3)[CH2:27]1)[CH2:33]2>O>[C:26]12([C:36]3[CH:37]=[C:38]([CH:42]=[CH:43][C:44]=3[O:45][CH2:46][O:47][CH2:48][CH2:49][O:50][CH3:51])[C:39]([NH:1][C:2]3[CH:3]=[CH:4][C:5]([C:6]([O:8][CH2:9][CH:10]=[CH2:11])=[O:7])=[CH:12][CH:13]=3)=[O:40])[CH2:27][CH:28]3[CH2:29][CH:30]([CH2:31][CH:32]([CH2:34]3)[CH2:33]1)[CH2:35]2

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 13075143Prop-2-en-1-yl 4-aminobenzoateHCID 572331023-(1-Adamantyl)-4-methoxyethoxymethoxybenzoyl chloride

생성물 1

HCID 67663874Allyl 4-[3-(1-adamantyl)-4-methoxyethoxymethoxybenzamido]benzoate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

700 mg (3.95 mmol) of allyl 4-aminobenzoate, 1 ml (4.3 mmol) of triethylamine and 50 ml of THF were introduced into a round-bottomed flask. A solution of 1.5 g (3.96 mmol) of 3-(1-adamantyl)-4-methoxyethoxymethoxybenzoyl chloride was added dropwise and the mixture was stirred at room temperature for 4 hours. The reaction medium was poured into water and extracted with ethyl ether. The organic phase was separated out after settling had taken place, dried over magnesium sulfate and evaporated. The residue obtained was purified by chromatography on a column of silica, eluted with dichloromethane. 1.7 g (83%) of the expected allylic ester was recovered in the form of an oil.

후처리

  1. extractionextracted with ethyl ether
  2. customThe organic phase was separated out
  3. dry with materialdried over magnesium sulfate
  4. customevaporated
  5. customThe residue obtained
  6. customwas purified by chromatography on a column of silica
  7. washeluted with dichloromethane
  8. custom1.7 g (83%) of the expected allylic ester was recovered in the form of an oil

출처 및 근거

ORD 기록
ord-b46855fa87a44f10b58563b1917e71b5
출처 데이터셋
uspto-grants-1998_07
특허 번호
US05786379

반응 노트

불러오는 중…