Toluene → 2-{4-(5-Decyloxypyrimidine-2-yl) phenyl}ethylbenzylether

HRID 1457501ノート

反応式

HRID 1457501 の反応式
[CH2:1]([O:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14](B(O)O)=[CH:13][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:21]1[N:26]=[CH:25][C:24]([O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])=[CH:23][N:22]=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>[CH2:28]([O:27][C:24]1[CH:23]=[N:22][C:21]([C:14]2[CH:15]=[CH:16][C:11]([CH2:10][CH2:9][O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[CH:12][CH:13]=2)=[N:26][CH:25]=1)[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]

参加物

7

反応物 4

HCID 1140TolueneHCID 10340Sodium CarbonateHCID 11543402Boronic acid, [4-[2-(phenylmethoxy)ethyl]phenyl]-HCID 220990812-Chloro-5-decyloxypyrimidine

生成物 1

HCID 542578172-{4-(5-Decyloxypyrimidine-2-yl) phenyl}ethylbenzylether収率 62%

試薬・触媒・溶媒 2

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

実験手順

8.62 g (33.7 mmol) of 4-(2-benzyloxyethyl) phenyl boronic acid, 9.13 g (33.7 mmol) of 2-chloro-5-decyloxypyrimidine, 1.29 g of tetrakis (triphenylphosphine) palladium, 54 ml of 2M-sodium carbonate solution, 54 ml of toluene and 27 ml of ethanol were heated at 80° C. for 4 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 recrystallization (toluene/methanol) so that 9.30 g of 2-{4-(5-decyloxypyrimidine-2-yl) phenyl}ethylbenzylether was obtained (yield 62%).

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 recrystallization (toluene/methanol) so that 9.30 g of 2-{4-(5-decyloxypyrimidine-2-yl) phenyl}ethylbenzylether
  5. customwas obtained (yield 62%)

出典と根拠

ORDレコード
ord-463f91c0f86e4db9b00dee669b36b17a
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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