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

HRID 1004567

反応式

HRID 1004567 の反応式
[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]

参加物

5

反応物 2

HCID 78838Methanone, (2-chlorophenyl)phenyl-HCID 178506676HCID 178506676、化合物

生成物 1

HCID 298659(2-Chlorophenyl)diphenylmethanol収率 78.4%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 21895417Cyclohexane diethylether溶媒

反応条件

温度
15 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-058136100be14d90a2f3e1d97aa24240
出典データセット
uspto-grants-2000_04
特許番号
US06051573

関連ノート

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