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

HRID 431434

反応式

HRID 431434 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-ca001cf43e7b4569a0640564d35c01b4
出典データセット
uspto-grants-2003_12
特許番号
US06660530B2

関連ノート

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