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Hydrochloric Acid → HCID 67607343、化合物

HRID 2274136
ノート
印刷プレビュー

反応式

HRID 2274136 の反応式
[CH:1]1[C:15]2=[C:16]3[C:8]([C:9]4[C:14]2=[CH:13][CH:12]=[CH:11][CH:10]=4)=[CH:7][CH:6]=[CH:5][C:4]3=[C:3](B(O)O)[CH:2]=1.Br[C:21]1[CH:22]=[C:23]2[C:28](=[CH:29][CH:30]=1)[CH:27]=[C:26]([OH:31])[CH:25]=[CH:24]2.C(=O)([O-])[O-].[Na+].[Na+].Cl>ClCCl.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.COCCOC>[CH:1]1[C:15]2=[C:16]3[C:8]([C:9]4[C:14]2=[CH:13][CH:12]=[CH:11][CH:10]=4)=[CH:7][CH:6]=[CH:5][C:4]3=[C:3]([C:21]2[CH:22]=[C:23]3[C:28](=[CH:29][CH:30]=2)[CH:27]=[C:26]([OH:31])[CH:25]=[CH:24]3)[CH:2]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 271446-Bromo-2-naphthalenolHCID 23088535Fluoranthen-3-ylboronic acid

生成物 1

HCID 67607343HCID 67607343、化合物収率 89.1%

試薬・触媒・溶媒 3

HCID 178418397
HCID 178418397、化合物
触媒
HCID 6344Dichloromethane溶媒
HCID 80711,2-Dimethoxyethane溶媒

実験手順

Under the atmosphere of argon, 2.7 g of fluoranthene-3-boronic acid, 2.0 g of 6-bromo-2-naphthol, 0.31 g of tetrakis(triphenylphosphine)palladium (0), 27 mL of 1,2-dimethoxyethane and 13.5 mL of an aqueous 2M sodium carbonate solution were placed in a flask, and the resulting mixture was stirred under reflux while heating for 4 hours. After cooling to room temperature, 2M hydrochloric acid was added to the reaction solution to allow it to be acidic, and the reaction solution was extracted with dichloromethane. An aqueous phase was removed and an organic phase was washed with saturated saline, and dried with anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure, residues were dispersed and washed with dichloromethane, whereby 2.75 g (yield 89%) of 6-(fluoranthen-3-yl)-2-naphthol as an intended product was obtained.

後処理

  1. temperatureunder reflux
  2. temperaturewhile heating for 4 hours
  3. extractionthe reaction solution was extracted with dichloromethane
  4. customAn aqueous phase was removed
  5. washan organic phase was washed with saturated saline
  6. dry with materialdried with anhydrous sodium sulfate
  7. filtrationAfter filtration
  8. distillationthe solvent was distilled off under reduced pressure, residues
  9. additionwere dispersed

出典と根拠

ORDレコード
ord-15ca47a75e064c1b9549e6405a7603d5
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09126943B2

反応ノート

読み込み中…

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