Water → 1-{6-[Ethyl-(2-hydroxylethyl)-amino]-2-naphthyl}ethanone

HRID 650448

反応式

HRID 650448 の反応式
O[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12](=[O:14])[CH3:13])[CH:6]=[CH:5]2.[CH2:15]([NH:17][CH2:18][CH2:19][OH:20])[CH3:16].O>C(OCC)(=O)C>[CH2:15]([N:17]([CH2:18][CH2:19][OH:20])[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12](=[O:14])[CH3:13])[CH:6]=[CH:5]2)[CH3:16]

参加物

5

反応物 3

HCID 962Water2 回HCID 80722-(Ethylamino)ethanolHCID 826311-(6-Hydroxy-2-naphthyl)ethan-1-one

生成物 1

HCID 153748091-{6-[Ethyl-(2-hydroxylethyl)-amino]-2-naphthyl}ethanone収率 12%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 1-(6-hydroxy-2-naphthyl)ethanone (744 mg, 3.92 mmol), sodium hydrogen sulfate(IV) (1.66 g, 16 mmol), 2-ethylaminoethanol (2 mL) and water (5 mL) was heated in a steel bomb at 130-140° C. for 3 days. After cooling, the mixture was distributed between water and ethyl acetate, and the organic layer was washed with brine, dried and evaporated. The residue was dissolved in acetone and loaded onto a 4 mm dry silica plate for radial chromatography. The plate was eluted with a 1:1 mixture of petroleum ether and ethyl acetate. Appropriate fractions were collected and evaporated to give 125 mg (12%)of 1-{6-[ethyl-(2-hydroxylethyl)-amino]-2-naphthyl}ethanone.

後処理

  1. temperatureAfter cooling
  2. washthe organic layer was washed with brine
  3. customdried
  4. customevaporated
  5. dissolutionThe residue was dissolved in acetone
  6. washThe plate was eluted with a 1:1 mixture of petroleum ether and ethyl acetate
  7. customAppropriate fractions were collected
  8. customevaporated

出典と根拠

ORDレコード
ord-bcb23e5dc3d3481cac2271ee18bc2af5
出典データセット
uspto-grants-2001_08
特許番号
US06274119B1

関連ノート

読み込み中…