Sodium Carbonate → 6-(4-Pentylphenyl)-1-chloro-2-naphthol

HRID 645315ノート

反応式

HRID 645315 の反応式
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([Cl:12])=[C:7]([OH:13])[CH:6]=[CH:5]2.[CH2:14]([C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1)[CH2:15][CH2:16][CH2:17][CH3:18].C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1.O.C(O)C>[CH2:14]([C:19]1[CH:20]=[CH:21][C:22]([C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[C:8]([Cl:12])=[C:7]([OH:13])[CH:6]=[CH:5]3)=[CH:23][CH:24]=1)[CH2:15][CH2:16][CH2:17][CH3:18]

参加物

7

反応物 3

HCID 10340Sodium CarbonateHCID 4589191(4-Pentylphenyl)boronic acidHCID 220481596-Bromo-1-chloronaphthalen-2-ol

生成物 1

HCID 592642786-(4-Pentylphenyl)-1-chloro-2-naphthol収率 72.1%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 1140Toluene溶媒2 回

実験手順

55 g of 6-bromo-1-chloro-2-naphthol (S1-2), 12.3 g of 4-pentylphenylboronic acid (S1-3), 1.0 g of tetrakistriphenylphosphine palladium, 13.6 g of sodium carbonate and 100 mL of a mixed solvent of toluene, ethanol and water (3/3/1) were added to a reactor under a nitrogen atmosphere and refluxed for 10 hours. The reaction mixture was cooled to room temperature, and toluene was added thereto. The reaction mixture was washed with 1N hydrochloric acid and water, and after drying over magnesium sulfate, the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography with toluene as a developing solvent to provide 15 g of 6-(4-pentylphenyl)-1-chloro-2-naphthol (S1-4).

後処理

  1. temperaturerefluxed for 10 hours
  2. washThe reaction mixture was washed with 1N hydrochloric acid and water
  3. dry with materialafter drying over magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography with toluene as a developing solvent

出典と根拠

ORDレコード
ord-a7d5cbae512148789854524e8b8422ca
出典データセット
uspto-grants-2010_04
特許番号
US07704409B2

反応ノート

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