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

HRID 2780

반응식

HRID 2780 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 135532954-Bromo-2-(bromomethyl)-1-fluorobenzene수율 96.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-01265d1ee5214b12aaf7fb783abeb10c
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05731315

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