Carbon tetrabromide → 2-(Bromomethyl)-6-methylpyridine

HRID 79268

반응식

HRID 79268 반응식
[CH3:1][C:2]1[N:7]=[C:6]([CH2:8]O)[CH:5]=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:30]>ClCCl>[Br:30][CH2:8][C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([CH3:1])[N:7]=1

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 707366-Methyl-2-pyridylmethanol

생성물 1

HCID 125437332-(Bromomethyl)-6-methylpyridine수율 66.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To an ice cooled a solution of (6-methylpyridin-2-yl)methanol (400 mg, 3.25 mmol) in dichloromethane (16 mL) under an atmosphere of dry nitrogen was added triphenylphosphine (1278 mg, 4.87 mmol) and carbon tetrabromide (1616 mg, 4.87 mmol). The mixture was stirred for 1 hour. The solvent was removed under reduced pressure and the residue was purified by chromatography on silica, eluting with 2-4% methanol in dichloromethane to give 2-(bromomethyl)-6-methylpyridine as an oil (402 mg).

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by chromatography on silica
  3. washeluting with 2-4% methanol in dichloromethane

출처 및 근거

ORD 기록
ord-c54152b095844a0aa3e78865c3220efb
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841455B2

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