Aluminum(III) Chloride → N-(1-Oxo-1,2,3,4-tetrahydronaphthalen-2-yl)benzamide

HRID 904816ノート

反応式

HRID 904816 の反応式
[C:1]([NH:9][C@H:10]([C:19]([OH:21])=O)[CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Al+3].[Cl-].[Cl-].[Cl-]>C(OC(=O)C)(=O)C.C(=S)=S>[C:1]([NH:9][CH:10]1[CH2:11][CH2:12][C:13]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:19]1=[O:21])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 6451240Aluminum(III) ChlorideHCID 22824842HCID 22824842、化合物

生成物 1

HCID 13293063N-(1-Oxo-1,2,3,4-tetrahydronaphthalen-2-yl)benzamide収率 817.4%

試薬・触媒・溶媒 2

HCID 6348Carbon Disulfide溶媒HCID 7918Acetic Anhydride溶媒

実験手順

A solution of N-benzoyl homophenylalanine (4.4 g, 1.66 mmole) in acetic anhydride (60 ml) was heated on the steam bath for 1/2 hr. The solvent was removed in vacuo, the resulting oil was dissolved in CS2 and then added to a suspension of AlCl3 (6.2 g, 4.6 mmoles) in CS2 (60 ml). This mixture was heated at reflux for 1 hr, the solvent was removed in vacuo and ice was added to the residue. The reaction mixture was extracted with ethyl acetate, the ethyl acetate layer was washed with brine, dried over Na2SO4 and evaporated to dryness to afford 3.6 g (88%) of product, m.p. 175° C. After recrystallization from toluene it had m.p. 175°-178° C.

後処理

  1. customThe solvent was removed in vacuo
  2. dissolutionthe resulting oil was dissolved in CS2
  3. temperatureThis mixture was heated
  4. temperatureat reflux for 1 hr
  5. customthe solvent was removed in vacuo and ice
  6. additionwas added to the residue
  7. extractionThe reaction mixture was extracted with ethyl acetate
  8. washthe ethyl acetate layer was washed with brine
  9. dry with materialdried over Na2SO4
  10. customevaporated to dryness

出典と根拠

ORDレコード
ord-a4a5d12ba0594f4fbf16ba85a740e3aa
出典データセット
uspto-grants-1983_12
特許番号
US04420480

反応ノート

読み込み中…