4-Isopropylnitrobenzene → 2-Bromo-4-nitro-1-(propan-2-yl)benzene

HRID 59581

반응식

HRID 59581 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:12])[CH3:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[Br:13]Br.S([O-])(O)=O.[Na+]>[Fe](Cl)(Cl)Cl.O>[Br:13][C:8]1[CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=[CH:6][C:7]=1[CH:10]([CH3:12])[CH3:11]

참가 물질

6

반응물 3

HCID 157494-IsopropylnitrobenzeneHCID 24408BromineHCID 23665763Sodium Bisulfite

생성물 1

HCID 215316212-Bromo-4-nitro-1-(propan-2-yl)benzene수율 101.1%

시약·촉매·용매 2

HCID 24380Iron chloride (FeCl3)촉매HCID 962Water용매

실험 절차

A solution of p-nitrocumene (X) (50 g, 0.300 mol, GC purity: 99.1%) and iron(III) chloride was heated to 40° C. and bromine (59.92 g, 0.375 mol) was added dropwise over a period of 3 hours. The reaction mixture was poured into 120 ml of water, sodium hydrogensulphite (40% strength in water, 20.81 g, 0.078 mol) was added dropwise and the mixture was extracted with 100 ml of chlorobenzene. After phase separation, the chlorobenzene phase was washed with 100 ml of 5% strength aqueous HCl. Removal of the chlorobenzene under reduced pressure gave 2-bromo-1-isopropyl-4-nitrobenzene (74.05 g, 96.9 GC-% by area, 98% of theory) as a yellow oil.

후처리

  1. additionwas added dropwise
  2. extractionthe mixture was extracted with 100 ml of chlorobenzene
  3. customAfter phase separation
  4. washthe chlorobenzene phase was washed with 100 ml of 5% strength aqueous HCl
  5. customRemoval of the chlorobenzene under reduced pressure

출처 및 근거

ORD 기록
ord-0f8ae6945fcf438e85cf6fc99893b49b
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440908B2

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