Toluene → 1-(4-Bromo-3-fluorophenyl)-2,2-diethoxyethanone

HRID 1099053ノート

反応式

HRID 1099053 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:12])[CH:9]([OH:11])[OH:10])=[CH:4][C:3]=1[F:13].C([O-])([O-])O[CH2:16][CH3:17].[C:20]1(C)C=CC=C[CH:21]=1>C(OCC)(=O)C.C1(C)C=CC(S(O)(=O)=O)=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:12])[CH:9]([O:10][CH2:16][CH3:17])[O:11][CH2:20][CH3:21])=[CH:4][C:3]=1[F:13]

参加物

6

反応物 3

HCID 1140TolueneHCID 53630039EthylorthoformateHCID 575165211-(4-Bromo-3-fluorophenyl)-2,2-dihydroxyethanone

生成物 1

HCID 575165221-(4-Bromo-3-fluorophenyl)-2,2-diethoxyethanone収率 93%

試薬・触媒・溶媒 2

HCID 6101p-Toluenesulfonic acid触媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 1-(4-bromo-3-fluorophenyl)-2,2-dihydroxyethanone (3.5 g, 0.014 mol) in toluene (30 mL) was added ethyl orthoformate (5.8 mL, 0.035 mol) and p-toluenesulfonic acid (100 mg). The reaction was refluxed for 4 h. After cooled to RT, the mixture was diluted with ethyl acetate, washed with saturated NaHCO3 solution, water, and brine, dried over MgSO4, filtered and concentrated to give the product (4.0 g, 93%) which was used in the next step without further purification.

後処理

  1. temperatureThe reaction was refluxed for 4 h
  2. washwashed with saturated NaHCO3 solution, water, and brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-db7de1d8826a4f0bb737fc336ebbfbc8
出典データセット
uspto-grants-2012_03
特許番号
US08143251B2

反応ノート

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