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Triphenylphosphine → 1-Bromo-2(R)-isopropyl-3-(p-tert-butyl-phenyl)-propane

HRID 744775
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HRID 744775 반응식
[CH:1]([C@@H:4]([CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:10][CH:9]=1)[CH2:5]O)([CH3:3])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:37]N1C(=O)CCC1=O>ClCCl>[Br:37][CH2:5][C@@H:4]([CH:1]([CH3:3])[CH3:2])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:10][CH:9]=1
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참가 물질

5

반응물 3

HCID 11776TriphenylphosphineHCID 67184N-bromobutanimideHCID 228657362(R)-(p-tert-butyl-benzyl)-3-methyl-butanol

생성물 1

HCID 228657311-Bromo-2(R)-isopropyl-3-(p-tert-butyl-phenyl)-propane

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a solution of 2.3 g of 2(R)-isopropyl-3-(p-tert-butyl-phenyl)-propanol in 50 ml of dichloromethane there are added, with stirring at 0° C., 3.15 g of triphenylphosphine and then, in portions, 2.14 g of N-bromosuccinimide. The reaction mixture is subsequently stirred for 16 hours at room temperature and is then concentrated by evaporation. The residue is purified by FC (100 g of silica gel, eluant; dichloromethane/hexane=1:1). The title compound is obtained: Rf (hexane)=0.49.

후처리

  1. stirringThe reaction mixture is subsequently stirred for 16 hours at room temperature
  2. concentrationis then concentrated by evaporation
  3. customThe residue is purified by FC (100 g of silica gel, eluant; dichloromethane/hexane=1:1)

출처 및 근거

ORD 기록
ord-049a2783bba64cd0ad1523d6c982c218
출처 데이터셋
uspto-grants-1996_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05559111

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