Toluene → 2-{4-(2-Octylindane-5-yl) phenyl}ethanol

HRID 1457495노트

반응식

HRID 1457495 반응식
[CH2:1]([CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14](B(O)O)[CH:15]=2)[CH2:10]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].Br[C:22]1[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][OH:30])=[CH:24][CH:23]=1.C(=O)([O-])[O-].[Na+].[Na+].C1(C)C=CC=CC=1>[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(O)C>[CH2:1]([CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:22]3[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][OH:30])=[CH:24][CH:23]=3)[CH:15]=2)[CH2:10]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

참가 물질

7

반응물 4

HCID 1140TolueneHCID 10340Sodium CarbonateHCID 728512-(4-Bromophenyl)ethanolHCID 220990862-Octylindane-5-boronic acid

생성물 1

HCID 537769502-{4-(2-Octylindane-5-yl) phenyl}ethanol수율 68%

시약·촉매·용매 2

HCID 11979704Tetrakis(triphenylphosphine)palladium촉매HCID 702Ethanol용매

실험 절차

2.74 g (10.0 mmol) of 2-octylindane-5-boronic acid, 2.0 g (10.0 mmol) of 2-(4-bromophenyl) ethanol, 0.38 g of tetrakis (triphenylphosphine) palladium, 15 ml of 2M-sodium carbonate solution, 15 ml of toluene and 10 ml of ethanol were heated at 80° C. for 6 hours under presence of nitrogen. After reactions had been completed, extraction with toluene was performed. Then, the extracted solution was dried with anhydrous sodium sulfate. The solvent was removed by filtration, and then refining was performed by re-crystallization (hexane/ethanol) so that 2.40 g of 2-{4-(2-octylindane-5-yl) phenyl}ethanol was obtained (yield 68%).

후처리

  1. extractionextraction with toluene
  2. dry with materialThen, the extracted solution was dried with anhydrous sodium sulfate
  3. customThe solvent was removed by filtration
  4. customrefining was performed by re-crystallization (hexane/ethanol) so that 2.40 g of 2-{4-(2-octylindane-5-yl) phenyl}ethanol
  5. customwas obtained (yield 68%)

출처 및 근거

ORD 기록
ord-773d46333c1f4e3aa54674019cc09a0f
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05849217

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