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

HRID 1457495ノート

反応式

HRID 1457495 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 11979704Tetrakis(triphenylphosphine)palladium触媒HCID 702Ethanol溶媒

実験手順

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%).

後処理

  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%)

出典と根拠

ORDレコード
ord-773d46333c1f4e3aa54674019cc09a0f
出典データセット
uspto-grants-1998_12
特許番号
US05849217

反応ノート

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