Toluene → 5-(2-Octyl-benzo[1,3]dioxol-5-yl)-2-octyloxypyridine

HRID 1779262노트

반응식

HRID 1779262 반응식
[CH2:1]([CH:9]1[O:13][C:12]2[CH:14]=[CH:15][C:16](B(O)O)=[CH:17][C:11]=2[O:10]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].Br[C:22]1[CH:23]=[CH:24][C:25]([O:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])=[N:26][CH:27]=1.C1(C)C=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+]>C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Pd].O.C(O)C>[CH2:1]([CH:9]1[O:13][C:12]2[CH:14]=[CH:15][C:16]([C:22]3[CH:23]=[CH:24][C:25]([O:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])=[N:26][CH:27]=3)=[CH:17][C:11]=2[O:10]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

참가 물질

8

반응물 4

HCID 1140TolueneHCID 10340Sodium CarbonateHCID 144392315-bromo-2-(octyloxy)PyridineHCID 190503132-Octyl-benzo[1,3]dioxole-5-boronic acid

생성물 1

HCID 190502875-(2-Octyl-benzo[1,3]dioxol-5-yl)-2-octyloxypyridine

시약·촉매·용매 3

HCID 11979704Tetrakis(triphenylphosphine)palladium촉매HCID 702Ethanol용매HCID 962Water용매

실험 절차

5 mmol of 2-octyl-benzo[1,3]dioxole-5-boronic acid and 5 mmol of 5-bromo-2-octyloxypyridine are introduced into a mixture of 30 ml of toluene, 15 ml of ethanol and 15 ml of water. 0.05 mmol of tetrakis(triphenylphosphine)palladium(O) and 12 mmol of sodium carbonate are added, and the mixture is refluxed for 6 hours. The phases are separated, the aqueous phase is extracted with tert-butyl methyl ether, and the combined organic phases are dried by means of Na2SO4. For further purification, the substance is chromatographed on silica gel.

후처리

  1. temperaturethe mixture is refluxed for 6 hours
  2. customThe phases are separated
  3. extractionthe aqueous phase is extracted with tert-butyl methyl ether
  4. dry with materialthe combined organic phases are dried by means of Na2SO4
  5. customFor further purification
  6. customthe substance is chromatographed on silica gel

출처 및 근거

ORD 기록
ord-ee4a009f4b65474ba52575dbfaade247
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05626791

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