Phosphorus tribromide → 4-Bromomethyl-2,6-dimethyl-4'-trifluoromethyl-biphenyl

HRID 251309ノート

反応式

HRID 251309 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([CH2:8]O)[CH:5]=[C:4]([CH3:10])[C:3]=1[C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=1.P(Br)(Br)[Br:22]>C1COCC1>[Br:22][CH2:8][C:6]1[CH:7]=[C:2]([CH3:1])[C:3]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=2)=[C:4]([CH3:10])[CH:5]=1

参加物

4

反応物 2

HCID 24614Phosphorus tribromideHCID 67485876HCID 67485876、化合物

生成物 1

HCID 674861454-Bromomethyl-2,6-dimethyl-4'-trifluoromethyl-biphenyl収率 81.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of (2,6-dimethyl-4′-trifluoromethyl-biphenyl-4-yl)-methanol (2.22 g, 7.9 mmol) in THF (30 ml) is added PBr3 (3.22 g, 11.9 mmol) in THF (5 ml) and the reaction is allowed to stir at room temperature for about 2 h. The reaction is cooled to 0° C. and ice water is added slowly. The mixture is extracted with ethyl acetate, dried over MgSO4, and concentrated. The resulting residue is purified by silica gel column chromatography, eluting with EtOAc/hexanes to afford 2.2 g of the titled compound as a white solid. 1H-NMR.

後処理

  1. temperatureThe reaction is cooled to 0° C.
  2. extractionThe mixture is extracted with ethyl acetate
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customThe resulting residue is purified by silica gel column chromatography
  6. washeluting with EtOAc/hexanes

出典と根拠

ORDレコード
ord-ca9b35e2ff434e9289f4c5e40d6eda67
出典データセット
uspto-grants-2011_01
特許番号
US07863329B2

反応ノート

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