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

HRID 1457501노트

반응식

HRID 1457501 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 11979704Tetrakis(triphenylphosphine)palladium촉매HCID 702Ethanol용매

실험 절차

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%).

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

출처 및 근거

ORD 기록
ord-463f91c0f86e4db9b00dee669b36b17a
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05849217

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