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

HRID 59580

反応式

HRID 59580 の反応式
[Br:1]N1C(C)(C)C(=O)N(Br)C1=O.[N+:12]([C:15]1[CH:20]=[CH:19][C:18]([CH:21]([CH3:23])[CH3:22])=[CH:17][CH:16]=1)([O-:14])=[O:13].S(=O)(=O)(O)O.S(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[Br:1][C:19]1[CH:20]=[C:15]([N+:12]([O-:14])=[O:13])[CH:16]=[CH:17][C:18]=1[CH:21]([CH3:23])[CH3:22]

参加物

6

反応物 4

HCID 1118Sulfuric AcidHCID 64791,3-Dibromo-5,5-dimethylhydantoinHCID 157494-IsopropylnitrobenzeneHCID 23665763Sodium Bisulfite

生成物 1

HCID 215316212-Bromo-4-nitro-1-(propan-2-yl)benzene収率 202.1%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

1,3-Dibromo-5,5-dimethylhydantoin (86.9 g, 0.298 mol) was added in about 5 g portions to a solution of p-nitrocumene (X) (100 g, 0.581 mol, GC purity 96%) and sulphuric acid (178 g, 1.743 mol, 98% strength) over a period of 5 hours. The mixture was then warmed to room temperature and stirred for another 1 hour. The reaction mixture was poured onto 200 g of ice water and admixed with sodium bisulphite (15.1 g, 0.06 mol) and toluene (300 g). The phases were then separated. The organic phase was washed with 5% strength aqueous sodium hydroxide and the toluene was distilled off under reduced pressure. 2-Bromo-1-isopropyl-4-nitrobenzene (147 g, 93.6 GC-% by area, 97% of theory) was obtained as a pale yellow oil.

後処理

  1. customThe phases were then separated
  2. washThe organic phase was washed with 5% strength aqueous sodium hydroxide
  3. distillationthe toluene was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-c27b5ded4b3a41ce9c8285a73529adc1
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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