Phosphorus tribromide → 1-(Bromomethyl)-2-chloro-4-(methylsulfonyl)benzene

HRID 1260631노트

반응식

HRID 1260631 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([S:8]([CH3:11])(=[O:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:12]O.P(Br)(Br)[Br:15]>C(OCC)C.O>[Br:15][CH2:12][C:3]1[CH:4]=[CH:5][C:6]([S:8]([CH3:11])(=[O:10])=[O:9])=[CH:7][C:2]=1[Cl:1]

참가 물질

5

반응물 2

HCID 24614Phosphorus tribromideHCID 42609245(2-Chloro-4-methanesulfonyl-phenyl)-methanol

생성물 1

HCID 27610831-(Bromomethyl)-2-chloro-4-(methylsulfonyl)benzene

시약·촉매·용매 2

HCID 962Water용매HCID 3283Diethyl Ether용매

반응 조건

온도
0 °C

실험 절차

A cooled (0° C.), stirred suspension of (2-chloro-4-methanesulfonyl-phenyl)-methanol (19.1 g, 0.087 mol) in diethyl ether (250 ml) under an inert atmosphere, is treated with phosphorus tribromide (5.2 ml, 0.029 mol) and allowed to stir and warm to room temperature overnight. The resulting mixture is diluted with water (100 ml) and the organic portion is separated and dried over NaOH pellets for 5 minutes. The solvent is removed in vacuo and the resulting crude residue is loaded on a pre-packed Isolute™ silica column and eluted with iso-hexane/ethyl acetate (4:1) to yield the titled compound as a white powder.

후처리

  1. stirringto stir
  2. temperaturewarm to room temperature overnight
  3. customthe organic portion is separated
  4. dry with materialdried over NaOH pellets for 5 minutes
  5. customThe solvent is removed in vacuo
  6. washeluted with iso-hexane/ethyl acetate (4:1)

출처 및 근거

ORD 기록
ord-e1def4f6f1ca47c2b89b390cf49c0aa6
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08470848B2

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