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

HRID 904816노트

반응식

HRID 904816 반응식
[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

참가 물질

5

반응물 2

HCID 6451240Aluminum(III) ChlorideHCID 22824842HCID 22824842, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 6348Carbon Disulfide용매HCID 7918Acetic Anhydride용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a4a5d12ba0594f4fbf16ba85a740e3aa
출처 데이터셋
uspto-grants-1983_12
특허 번호
US04420480

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