Methanone, (2-chlorophenyl)phenyl- → (2-Chlorophenyl)diphenylmethanol

HRID 566896

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HRID 566896 반응식
[Cl:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].[C:16]1([Li])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CCOCC.C1CCCCC1.CCOCC>[Cl:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[OH:5]

참가 물질

5

반응물 2

HCID 78838Methanone, (2-chlorophenyl)phenyl-HCID 178506676HCID 178506676, 화합물

생성물 1

HCID 298659(2-Chlorophenyl)diphenylmethanol수율 78.4%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 21895417Cyclohexane diethylether용매

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온도
15 °C

실험 절차

To a stirred, ice-cooled solution of 2-chlorobenzophenone (21.6 g, 100 mmol) in 150 mL of dry Et2O under N2 was added 60 mL (120 mmol) of 2.0 M phenyllithium solution in cyclohexane-Et2O (7:3), keeping T<15° C. After stirring for a further 1 h at 15° C., the solution was poured onto crushed ice and extracted with Et2O. The organic solution was washed with 0.2 M H2SO4, water (until neutral), brine, dried (MgSO4), filtered and concentrated. The residue was recrystallized from hexanes containing a few per cent EtOAc to give 23.1 g (78%) of (2-chlorophenyl)diphenylmethanol as an off-white solid.

후처리

  1. customT<15° C
  2. additionthe solution was poured
  3. customonto crushed ice
  4. extractionextracted with Et2O
  5. washThe organic solution was washed with 0.2 M H2SO4, water (until neutral), brine
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customThe residue was recrystallized from hexanes containing a few per cent EtOAc

출처 및 근거

ORD 기록
ord-e2ff9aefd5cd40a486f9d98f3b9ee3f9
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06177427B1

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