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1-Bromo-4-isopropylbenzene → (5-Allyloxy-2-nitro-phenyl)-(4-isopropyl-phenyl)-methanol

HRID 641846
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HRID 641846 반응식
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([Mg]Br)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[Mg].BrC1C=CC(C(C)C)=CC=1.[CH2:23]([O:26][C:27]1[CH:28]=[CH:29][C:30]([N+:35]([O-:37])=[O:36])=[C:31]([CH:34]=1)[CH:32]=[O:33])[CH:24]=[CH2:25].[Cl-].[NH4+]>C1COCC1>[CH2:23]([O:26][C:27]1[CH:28]=[CH:29][C:30]([N+:35]([O-:37])=[O:36])=[C:31]([CH:32]([C:7]2[CH:8]=[CH:9][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:5][CH:6]=2)[OH:33])[CH:34]=1)[CH:24]=[CH2:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 114621-Bromo-4-isopropylbenzeneHCID 25517Ammonium ChlorideHCID 5462224MagnesiumHCID 592590815-Allyloxy-2-nitrobenzaldehydeHCID 178439193HCID 178439193, 화합물

생성물 1

HCID 59259038(5-Allyloxy-2-nitro-phenyl)-(4-isopropyl-phenyl)-methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 4-isopropylphenylmagnesium bromide prepared from 2.35 g (96.5 mmol) magnesium and 18.15 g (96.5 mmol) 1-bromo-4-isopropylbenzene in 80 ml THF is added slowly at −78° C. to a solution of 20 g (96.5 mmol) 5-allyloxy-2-nitro-benzaldehyde in 200 ml THF. After allowing the reaction mixture to warm up to r.t. saturated aqueous ammonium chloride solution is added. Extraction with ethyl acetate followed by chromatographic purification on silica (hexane/ethyl acetate) yields (5-allyloxy-2-nitro-phenyl)-(4-isopropyl-phenyl)-methanol.

후처리

  1. additionis added
  2. extractionExtraction with ethyl acetate
  3. customfollowed by chromatographic purification on silica (hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-50a9984df7594d39a7dce40f88e73ac4
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07696216B2

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