Tetrahydrofuran → HCID 178444476, 화합물

HRID 1086779

반응식

HRID 1086779 반응식
[H-].[Na+].O1CCCC1.[CH2:8]([C@H:11]1[CH2:16][CH2:15][C@H:14]([OH:17])[CH2:13][CH2:12]1)[CH2:9][CH3:10].[CH2:18]([C@H:23]1[CH2:28][CH2:27][C@H:26](/[CH:29]=[CH:30]/[CH2:31]Br)[CH2:25][CH2:24]1)[CH2:19][CH2:20][CH2:21][CH3:22]>O>[CH2:18]([C@H:23]1[CH2:24][CH2:25][C@H:26](/[CH:29]=[CH:30]/[CH2:31][O:17][C@H:14]2[CH2:15][CH2:16][C@H:11]([CH2:8][CH2:9][CH3:10])[CH2:12][CH2:13]2)[CH2:27][CH2:28]1)[CH2:19][CH2:20][CH2:21][CH3:22]

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 178444431HCID 178444431, 화합물HCID 178448131HCID 178448131, 화합물

생성물 1

HCID 178444476HCID 178444476, 화합물

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

A mixture of 0.1 g of sodium hydride and 25 ml of tetrahydrofuran was treated with 0.5 g of trans-4-propylcyclohexanol while gassing with nitrogen, stirred for a further 2 hours, then treated with 1.0 g of (E)-3-(trans-4-pentylcyclohexyl)allyl bromide and subsequently heated to 70° C. overnight. Thereafter, the reaction mixture was treated with 500 ml of water and extracted four times with 50 ml of hexane each time. The combined organic phases were washed twice with 500 ml of water each time, dried over magnesium sulphate, filtered and then concentrated. The residue was purified by chromatography on silica gel with toluene. The trans-4-propylcyclohexyl (E)-3-(trans-4-pentylcyclohexyl)allyl ether obtained was recrystallized from acetone at -25° C.. This gave 1.2 g of pure product with m.p. (C-I) 26° C..

후처리

  1. extractionextracted four times with 50 ml of hexane each time
  2. washThe combined organic phases were washed twice with 500 ml of water each time
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by chromatography on silica gel with toluene

출처 및 근거

ORD 기록
ord-5c8405ed712a442bb4ec161ae8917048
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05032312

연결된 노트

불러오는 중…