Hydrochloric Acid → 1,1-Diphenylacetone

HRID 864493

반응식

HRID 864493 반응식
FC(F)(F)C1C=[C:5]([CH2:13][O:14]CC#N)C=C(C(F)(F)F)C=1.[Li][CH:21]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C([Li])CCC.C1(CC2C=CC=CC=2)C=CC=CC=1.Cl>CCCCCC.C(OCC)C.C(OCC)(=O)C>[C:22]1([CH:21]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:13](=[O:14])[CH3:5])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 7580DiphenylmethaneHCID 19049342((3,5-Bis(trifluoromethyl)phenyl)methyloxy)acetonitrileHCID 178418339ButyllithiumHCID 178506892HCID 178506892, 화합물

생성물 1

HCID 699071,1-Diphenylacetone

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 8058Hexane용매HCID 8857Ethyl Acetate용매

실험 절차

To a cooled (-80° C.) solution of ((3,5-bis(trifluoromethyl)phenyl)methyloxy)acetonitrile (0.51 g; Example 1a, Method B(i) was added 0.42M lithio diphenylmethane (10 ml; prepared by addition of 2.5M n-butyl lithium in hexane (10 ml) to a cooled (-80° C.) solution of diphenylmethane (4.2 g) in diethyl ether (5 ml), followed by warming to room temperature for 3 hours). The solution was warmed to room temperature for 0.5h and then 1M-hydrochloric acid (10 ml) and ethyl acetate were added and the organic phase washed with saturated brine and dried (MgSO4). After evaporation in vacuo the residue was chromatographed on silica gel (eluting with 5% ethyl acetate in hexane ) to give 1-(3,5-bis(triflouromethyl)phenyl)methyloxy)-3,3-diphenyl acetone as an oil which gave an identical 1H NMR spectrum to the material prepared by Method A.

후처리

  1. washthe organic phase washed with saturated brine
  2. dry with materialdried (MgSO4)
  3. customAfter evaporation in vacuo the residue
  4. customwas chromatographed on silica gel (eluting with 5% ethyl acetate in hexane )

출처 및 근거

ORD 기록
ord-5043b7a381d4458fbaf08ecf3dc97c9c
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05563161

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