Hydrochloric Acid → 1,1-Diphenylacetone

HRID 864493ノート

反応式

HRID 864493 の反応式
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

参加物

9

反応物 5

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

生成物 1

HCID 699071,1-Diphenylacetone

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 8058Hexane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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 )

出典と根拠

ORDレコード
ord-5043b7a381d4458fbaf08ecf3dc97c9c
出典データセット
uspto-grants-1996_10
特許番号
US05563161

反応ノート

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