Toluene → 2-(Bromomethyl)-5-nitrothiophene

HRID 861881노트

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HRID 861881 반응식
P(Br)(Br)[Br:2].O[CH2:6][C:7]1[S:8][C:9]([N+:12]([O-:14])=[O:13])=[CH:10][CH:11]=1.C1(C)C=CC=CC=1>O>[Br:2][CH2:6][C:7]1[S:8][C:9]([N+:12]([O-:14])=[O:13])=[CH:10][CH:11]=1

참가 물질

5

반응물 3

HCID 1140TolueneHCID 24614Phosphorus tribromideHCID 332588(5-nitrothiophen-2-yl)methanol

생성물 1

HCID 536851562-(Bromomethyl)-5-nitrothiophene수율 261.6%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

Phosphorus tribromide (PBr3) (10.45 g) was added dropwise to a mixture of 2-hydroxymethyl-5-nitrothiophene (17.7 g) and toluene (150 ml) and this mixture was stirred at 70° C. for 1.5 hours. The reaction mixture was poured into water and extracted with ether. The ether layer was washed with water and dried (MgSO4), after which the solvent was evaporated off. The residual oil was subjected to solica gel column chromatography and eluted with chloroform to yield 2-bromomethyl-5-nitrothiophene (22.43 g, 92%) as an oil.

후처리

  1. extractionextracted with ether
  2. washThe ether layer was washed with water
  3. dry with materialdried (MgSO4)
  4. customafter which the solvent was evaporated off
  5. washeluted with chloroform

출처 및 근거

ORD 기록
ord-98cdb1d533454e5390c0078761500449
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05716944

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