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Carbon tetrabromide → 4-Bromo-1-(bromomethyl)-2-methylbenzene

HRID 216709
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HRID 216709 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]O)=[C:4]([CH3:10])[CH:3]=1.C(Br)(Br)(Br)[Br:12].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][Br:12])=[C:4]([CH3:10])[CH:3]=1
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참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 22280088(4-Bromo-2-methylphenyl)methanol

생성물 1

HCID 225690184-Bromo-1-(bromomethyl)-2-methylbenzene

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of (4-Bromo-2-methyl-phenyl)-methanol (as obtained in preparation 25) (4.58 g, 22.8 mmol) in CH2Cl2 (50 ml) is added, under Argon and at RT, carbon tetrabromide (9.27 g, 27.4 mmol) followed by triphenylphosphine (7.25 g, 27.4 mmol). The mixture is stirred overnight and then concentrated in vacuo. The crude residue is then purified by chromatography (silicagel, hexane:EtOAc 25:1) to afford the title compound as a clear oil.

후처리

  1. concentrationconcentrated in vacuo
  2. customThe crude residue is then purified by chromatography (silicagel, hexane:EtOAc 25:1)

출처 및 근거

ORD 기록
ord-8425ad05259042d4b6c8c395a867b1f5
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08193189B2

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