Sodium Carbonate → HCID 18451490、化合物

HRID 1270711

反応式

HRID 1270711 の反応式
[F:1][C:2]1[C:8]([F:9])=[C:7](Br)[C:6]([F:11])=[C:5]([F:12])[C:3]=1[NH2:4].[C:13]1(B(O)O)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[Na+].[Na+]>C1C=CC=CC=1.C(O)C>[F:1][C:2]1[C:8]([F:9])=[C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:6]([F:11])=[C:5]([F:12])[C:3]=1[NH2:4]

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 66827Phenylboronic AcidHCID 6186714-Bromo-2,3,5,6-tetrafluoroaniline

生成物 1

HCID 18451490HCID 18451490、化合物

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 702Ethanol溶媒

実験手順

2,3,5,6-Tetrafluoro-4-bromoaniline (13.8 g, 56.7 mmol) is dissolved in benzene (200 mL) and treated with 1.5 equivalents of phenylboronic acid (10.4 g, 85.1 mmol) and a catalytic amount of tetrakistriphenylphosphine palladium(0) (4.2 g, 3.6 mmol) as a solution in ethanol (30 mL). Sodium carbonate (60 mL of 2 M aqueous solution) is added and the reaction mixture stirred and heated to reflux temperature for 24 hours. After cooling to room temperature the mixture is partitioned between Et2O (500 mL) and water (250 mL). The organic layer is washed with brine, dried (MgSO4) and concentrated by rotary evaporator. The residual oil is purified by flash chromatography (9:1 hexanes/EtOAc) to give 2,3,5,6-tetrafluoro-4-phenylaniline as an oil.

後処理

  1. temperatureheated
  2. temperatureto reflux temperature for 24 hours
  3. customis partitioned between Et2O (500 mL) and water (250 mL)
  4. washThe organic layer is washed with brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated by rotary evaporator
  7. customThe residual oil is purified by flash chromatography (9:1 hexanes/EtOAc)

出典と根拠

ORDレコード
ord-efd0175ca527483b827db0d3a68e28bf
出典データセット
uspto-grants-2007_04
特許番号
US07202364B2

関連ノート

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