Triphenylphosphine → 4-Bromo-2-(bromomethyl)-1-fluorobenzene

HRID 2780

反応式

HRID 2780 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:10])=[C:6]([CH:9]=1)[CH2:7]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:30]N1C(=O)CCC1=O>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:10])=[C:6]([CH:9]=1)[CH2:7][Br:30]

参加物

5

反応物 3

HCID 11776TriphenylphosphineHCID 67184N-bromobutanimideHCID 2773352(5-Bromo-2-fluorophenyl)methanol

生成物 1

HCID 135532954-Bromo-2-(bromomethyl)-1-fluorobenzene収率 96.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 5-bromo-2-fluoro-benzyl alcohol (3.10 g, 15.1 mmol) in 30 mL of THF at 10° C. is added triphenyl phosphine (4.10 g, 15.6 mmol) followed by N-bromosuccinimide (2.67 g, 15.0 mmol). The ice bath is removed and the resulting solution is stirred for 20 min at room temperature. The crude product is purified by column chromatography eluting with 5% EtOAc/hexanes to give the title compound (3.90 g, 14.5 mmol).

後処理

  1. customThe ice bath is removed
  2. customThe crude product is purified by column chromatography
  3. washeluting with 5% EtOAc/hexanes

出典と根拠

ORDレコード
ord-01265d1ee5214b12aaf7fb783abeb10c
出典データセット
uspto-grants-1998_03
特許番号
US05731315

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