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

HRID 251309노트

반응식

HRID 251309 반응식
[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

참가 물질

4

반응물 2

HCID 24614Phosphorus tribromideHCID 67485876HCID 67485876, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ca9b35e2ff434e9289f4c5e40d6eda67
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863329B2

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