Dimethylformamide → 2-(1-Adamantyl)-4-bromo-1-decyloxybenzene

HRID 1491508

반응식

HRID 1491508 반응식
[H-].[Na+].[C:3]12([C:13]3[CH:18]=[C:17]([Br:19])[CH:16]=[CH:15][C:14]=3[OH:20])[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([CH2:6]3)[CH2:4]1)[CH2:10]2.I[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31].CN(C=O)C>C1COCC1.O>[C:3]12([C:13]3[CH:18]=[C:17]([Br:19])[CH:16]=[CH:15][C:14]=3[O:20][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:4][CH:5]3[CH2:11][CH:9]([CH2:8][CH:7]([CH2:6]3)[CH2:12]1)[CH2:10]2

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 163141-IododecaneHCID 24758Sodium hydrideHCID 46704942-(1-Adamantyl)-4-bromophenol

생성물 1

HCID 136335522-(1-Adamantyl)-4-bromo-1-decyloxybenzene수율 96%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a suspension of sodium hydride (80% in oil, 3.2 g, 104 mmol) in 100 ml of THF, there is slowly added a solution of 2-(1-adamantyl)-4-bromophenol (29 g, 95 mmol) in 200 ml of THF. The mixture is stirred until the evolution of gas cases at which point 27.8 (23 ml, 104 mmol) of 1-iododecane and 100 ml of DMF are added. The mixture is stirred for 12 hours at ambient temperature, poured into water, extracted with ether, dried and the solvents evaporated. The resulting residue is purified by passage through a silica column (eluant: heptane), yielding 40.7 g (96%) of 2-(1-adamantyl)-4-bromo-1-decyloxybenzene. Melting point: 69°-70° C.

후처리

  1. additionare added
  2. extractionextracted with ether
  3. customdried
  4. customthe solvents evaporated
  5. customThe resulting residue is purified by passage through a silica column (eluant: heptane)

출처 및 근거

ORD 기록
ord-4ef2245e628a4eec8f669045e673a72f
출처 데이터셋
uspto-grants-1994_12
특허 번호
USRE034805

연결된 노트

불러오는 중…