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

HRID 59581

反応式

HRID 59581 の反応式
[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]

参加物

6

反応物 3

HCID 157494-IsopropylnitrobenzeneHCID 24408BromineHCID 23665763Sodium Bisulfite

生成物 1

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

試薬・触媒・溶媒 2

HCID 24380Iron chloride (FeCl3)触媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0f8ae6945fcf438e85cf6fc99893b49b
出典データセット
uspto-grants-2016_09
特許番号
US09440908B2

関連ノート

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