Phosphorus tribromide → 1-(Bromomethyl)-4-ethynylbenzene

HRID 1401123노트

반응식

HRID 1401123 반응식
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7]O)=[CH:5][CH:4]=1)#[CH:2].P(Br)(Br)[Br:12]>C(Cl)Cl>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7][Br:12])=[CH:5][CH:4]=1)#[CH:2]

참가 물질

4

반응물 2

HCID 24614Phosphorus tribromideHCID 11170993(4-Ethynylphenyl)methanol

생성물 1

HCID 534266101-(Bromomethyl)-4-ethynylbenzene

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4-Ethynylbenzyl alcohol a (1 g, 7.57 mmol) was diluted in 20 ml DCM, and cooled to 0° in ice bath. Phosphorus tribromide (4.1 g, 15 mmol) was added dropwise. The reaction was allowed to warm to room temperature gradually, and stirred under nitrogen overnight. The reaction was quenched by addition of H2O in ice bath, extracted by DCM. Combined organic layers were washed with brine, dried over Na2SO4 and concentrated to dryness. The crude material was purified by chromatography (ISCO) using 100% hexane to give pure 4-ethynylbenzyl bromide b (220 mg). M+H+ 195.1

후처리

  1. temperaturecooled to 0° in ice bath
  2. customThe reaction was quenched by addition of H2O in ice bath
  3. extractionextracted by DCM
  4. washCombined organic layers were washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated to dryness
  7. customThe crude material was purified by chromatography (ISCO)

출처 및 근거

ORD 기록
ord-ff95e10914264fe285f7be72a60264fe
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08907092B2

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