Hydrochloric Acid → 7-Ethoxynaphthalen-1-amine

HRID 30529ノート

反応式

HRID 30529 の反応式
C(OC(=O)[NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:18][CH2:19][CH3:20])[CH:16]=2)[CH:11]=[CH:10][CH:9]=1)(C)(C)C.Cl.C(OC(C)C)(C)C>O1CCOCC1>[CH2:19]([O:18][C:15]1[CH:16]=[C:17]2[C:12]([CH:11]=[CH:10][CH:9]=[C:8]2[NH2:7])=[CH:13][CH:14]=1)[CH3:20]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 7914Diisopropyl EtherHCID 59731041tert-Butyl 7-ethoxynaphthalen-1-ylcarbamate

生成物 1

HCID 450914037-Ethoxynaphthalen-1-amine収率 86.3%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

Next, to a (7-ethoxy-naphthalen-1-yl)-carbamic acid t-butyl ester (47.9 g, 167 mmol) in 100 mL anhydrous 1,4-dioxane was added 4N HCl in 1,4-dioxane (100 mL) at 0° C. The mixture was stirred at room temperature for 2 hours. Diisopropyl ether was added to the reaction mixture and the precipitate was filtered. To the obtained solid was added saturated sodium bicarbonate and the product was extracted with ethyl acetate. The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure to afford 7-ethoxy-naphthalen-1-ylamine (27.0 g, 86.3% yield).

後処理

  1. filtrationthe precipitate was filtered
  2. additionTo the obtained solid was added saturated sodium bicarbonate
  3. extractionthe product was extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-95c78c1e9d5346bb9b3c7c4a3a701241
出典データセット
uspto-grants-2008_09
特許番号
US07423175B2

反応ノート

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