2,3-Dimethoxy-1,4-naphthoquinone → HCID 20403098、化合物

HRID 2164719ノート

反応式

HRID 2164719 の反応式
[Al+3].[Cl-].[Cl-].[Cl-].CO[C:7]1[C:8](=[O:20])[C:9]2[C:14]([C:15](=[O:19])[C:16]=1[O:17][CH3:18])=[CH:13][CH:12]=[CH:11][CH:10]=2.[NH4+].[Cl-].[CH2:23]1[CH2:27]O[CH2:25][CH2:24]1>[Cl-].[Cl-].[Zn+2]>[CH3:18][O:17][C:16]1[C:15](=[O:19])[C:14]2[C:9]([C:8](=[O:20])[C:7]=1[CH2:25][CH2:24][CH2:23][CH2:27][CH2:9][CH2:8][CH2:7][CH2:16][CH2:15][CH2:14][CH2:13][CH3:12])=[CH:10][CH:11]=[CH:12][CH:13]=2

参加物

6

反応物 4

HCID 31362,3-Dimethoxy-1,4-naphthoquinoneHCID 8028Tetrahydrofuran2 回HCID 25517Ammonium ChlorideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 20403098HCID 20403098、化合物収率 2.1%

試薬・触媒・溶媒 1

HCID 3007855Zincchloride触媒

実験手順

To 0.216 g (1.62 mmoles) of AlCl3 in 50 mL of THF was added 7.0 g (0.697 mmoles/g in THF, 4.88 mmoles) of dodecyl MgBr. This mixture was added dropwise to 1.27 g (9.34 mmoles) of ZnCl2 and 1.00 g (4.67 mmoles) of 2,3-dimethoxy-1,4-naphthoquinone in 50 mL of THF. The mixture was stirred overnight, poured into 100 mL of NH4Cl solution, extracted with 3×50 mL of ether, dried over MgSO4, filtered, and solvent was removed by rotary evaporation. The residue was chromatographed on silica gel eluted with toluene. Thus, 0.034 g (0.096 mmoles, 2.1%) of 2-methoxy-3-dodecylnaphthoquinone was obtained.

後処理

  1. extractionextracted with 3×50 mL of ether
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customsolvent was removed by rotary evaporation
  5. customThe residue was chromatographed on silica gel
  6. washeluted with toluene

出典と根拠

ORDレコード
ord-581aba924ef24389b604445cff161a5b
出典データセット
uspto-grants-1985_03
特許番号
US04507241

反応ノート

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