Bis(2-bromoethyl) ether → HCID 66833987、化合物

HRID 61816

反応式

HRID 61816 の反応式
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][C:9](=[O:13])[CH2:10]2)=[CH:5][CH:4]=1.[H-].[Na+].Br[CH2:17][CH2:18][O:19][CH2:20][CH2:21]Br.[Cl-].[NH4+]>C1COCC1>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][C:9](=[O:13])[C:10]32[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)=[CH:5][CH:4]=1

参加物

6

反応物 4

HCID 21521Bis(2-bromoethyl) etherHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 777857-Methoxy-2-tetralone2 回

生成物 1

HCID 66833987HCID 66833987、化合物収率 51%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To the THF (300 ml) solution of 7-methoxy-3,4-dihydro-1H-naphthalen-2-one (Compound A1, 20 g, 0.11 mol), sodium hydride (9.9 g, 3.7 eq.) was added at 0° C. After stirring for 10 min, 1-bromo-2-(2-bromo-ethoxy)-ethane (19 ml, 12 eq.) was added dropwise thereto, and the mixture was stirred at 80° C. for 3 hr. To the reaction solution, saturated aqueous solution of ammonium chloride was added and the extraction was carried out twice with ethyl acetate. The organic layer was dried over magnesium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (white solid, 13 g, 51%).

後処理

  1. stirringthe mixture was stirred at 80° C. for 3 hr
  2. extractionthe extraction
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customThe drying agent was removed by filtration
  5. customthe residues obtained
  6. concentrationafter concentration under reduced pressure
  7. customwere purified by silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-36c2b552965943daa97eb9dbe64a655a
出典データセット
uspto-grants-2016_09
特許番号
US09440922B2

関連ノート

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