Hydrochloric Acid → 2-Mercaptobenzophenone

HRID 3692

반응식

HRID 3692 반응식
CN(C)CCN(C)C.[C:9]1([SH:15])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C([Li])CCC.CON(C)[C:24](=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.Cl>C1CCCCC1>[SH:15][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:24]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:31]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 7969ThiophenolHCID 8037N,N,N',N'-TetramethylethylenediamineHCID 569575N-Methoxy-N-methylbenzamideHCID 178418339Butyllithium

생성물 1

HCID 34997132-Mercaptobenzophenone수율 59.6%

시약·촉매·용매 1

HCID 8078Cyclohexane용매

실험 절차

To a solution of N,N,N',N'-tetramethylethylene diamine (4.4 g, 0.038 mol) and thiophenol (2 g, 0.018 mol) in cyclohexane (40 mL) was added dropwise n-butyllithium (24 mL, 0.038 mol) at room temperature. The suspension was stirred under nitrogen for 16 hours, followed by the dropwise addition of N-methoxy-N-methylbenzamide (3.39, 0.019 mol). After stirring for 20 minutes, the reaction mixture was added to cold aqueous HCl (1N). The product was partitioned between ethyl acetate and the acidic solution. The layers were separated and the organic portion was washed with brine, dried (Na2SO4), filtered, and the filtrate was concentrated in vacuo. The liquid obtained was purified using silica gel chromatography (75% hexane/25% ethyl acetate) to give 2.3 g of the title compound as a viscous yellow liquid.

후처리

  1. stirringAfter stirring for 20 minutes
  2. customThe product was partitioned between ethyl acetate
  3. customThe layers were separated
  4. washthe organic portion was washed with brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated in vacuo
  8. customThe liquid obtained
  9. customwas purified

출처 및 근거

ORD 기록
ord-206a6fa334884220975b99cf576fbf83
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05734081

연결된 노트

불러오는 중…