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Carbon tetrabromide → 3-Bromo-5-(bromomethyl)pyridine

HRID 712588
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인쇄 미리보기

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HRID 712588 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8]O)[CH:5]=[N:6][CH:7]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:30]>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([CH2:8][Br:30])[CH:3]=1
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참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 2784733(5-Bromo-3-pyridinyl)methanol

생성물 1

HCID 149329483-Bromo-5-(bromomethyl)pyridine수율 91.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a cooled (0° C.) solution of (5-bromo-pyridin-3-yl)-methanol (5.0 g, 26.6 mmol) and triphenylphosphine (8.4 g, 31.9 mmol) in DCM (130 mL) is added carbon tetrabromide (13.2 g, 39.9 mmol). The resulting mixture is stirred at 0° C. for 10 min. The mixture is concentrated and purified by silica gel column (0-40% EtOAc in heptane) to afford the title compound (6.1 g).

후처리

  1. concentrationThe mixture is concentrated
  2. custompurified by silica gel column (0-40% EtOAc in heptane)

출처 및 근거

ORD 기록
ord-5a60ea52cee24a2ba758cba0fb909228
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09181272B2

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