Water → 2-Decanoyl-6-methoxynaphthalene

HRID 1476359ノート

反応式

HRID 1476359 の反応式
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1.[Cl-].[Al+3].[Cl-].[Cl-].[C:17](Cl)(=[O:27])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].O>[N+](C)([O-])=O>[C:17]([C:8]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:9]=1)(=[O:27])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

参加物

6

反応物 4

HCID 962WaterHCID 71192-MethoxynaphthaleneHCID 66982Decanoyl chlorideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 867043802-Decanoyl-6-methoxynaphthalene収率 82%

試薬・触媒・溶媒 1

HCID 6375Nitromethane溶媒

実験手順

Under a nitrogen atmosphere, 2-methoxynaphthalene (64 g, 0.41 mol) easily available from a reagent manufacturer was dissolved in nitromethane (150 ml) dried with a molecular sieve 3A. Under an ice bath, aluminum chloride (80 g, 0.60 mol) was added. Subsequently, decanoyl chloride (92 ml, 0.45 mol) was dropped into the solution under the ice bath. The solution was stirred under room temperature for 5 hours, and water (100 ml) was dropped into the solution under the ice bath. The reaction solution was extracted with methylene chloride (200 ml×4), and the obtained organic layer was washed with water (100 ml×3). The organic layer was dried with anhydrous magnesium sulfate, and filtered. Then, the solvent was distilled away under reduced pressure. The obtained yellow solid was recrystallized from hexane to obtain 2-decanoyl-6-methoxynaphthalene (102 g, 82%) as a white solid.

後処理

  1. dry with materialdried with a molecular sieve 3A
  2. extractionThe reaction solution was extracted with methylene chloride (200 ml×4)
  3. washthe obtained organic layer was washed with water (100 ml×3)
  4. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
  5. filtrationfiltered
  6. distillationThen, the solvent was distilled away under reduced pressure
  7. customThe obtained yellow solid was recrystallized from hexane

出典と根拠

ORDレコード
ord-2924c8d48ab646c88424f38c7d274ffd
出典データセット
uspto-grants-2015_04
特許番号
US09018630B2

反応ノート

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