Allyl bromide → 2-(Allyloxy)-1-bromo-5-methyl-3-nitrobenzene

HRID 1373766

反応式

HRID 1373766 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([N+:9]([O-:11])=[O:10])[C:3]=1[OH:12].C([O-])([O-])=O.[K+].[K+].[CH2:19](Br)[CH:20]=[CH2:21]>CC(C)=O>[CH2:21]([O:12][C:3]1[C:4]([N+:9]([O-:11])=[O:10])=[CH:5][C:6]([CH3:8])=[CH:7][C:2]=1[Br:1])[CH:20]=[CH2:19]

参加物

5

反応物 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 299182-Bromo-4-methyl-6-nitrophenol

生成物 1

HCID 149774442-(Allyloxy)-1-bromo-5-methyl-3-nitrobenzene収率 94.2%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a mixture of 2-bromo-4-methyl-6-nitrophenol (7.00 g, 30.2 mmol), K2CO3 (6.26 g, 45.3 mmol) in acetone (105 mL) was added allyl bromide (3.80 ml, 45.3 mmol). The reaction mixture was stirred at room temperature overnight. It was then heated at 40° C. for 5 hrs. Inorganic salts were filtered and washed with acetone. The filtrate was concentrated to give 7.74 g (94%) of the desired product. MS (DCI/NH3) m/z: 289.0 (M+NH4)+; 1H NMR (300 MHz, CD3OD) δ ppm 2.37 (s, 3 H) 4.61 (d, J=6.10 Hz, 2 H) 5.26 (dd, J=10.51, 1.80 Hz, 1 H) 5.39 (dd, J=17.29, 1.80 Hz, 1 H) 6.09 (m, 1 H) 7.63 (s, 1 H) 7.74 (s, 1 H).

後処理

  1. temperatureIt was then heated at 40° C. for 5 hrs
  2. filtrationInorganic salts were filtered
  3. washwashed with acetone
  4. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-45249ef8d80d45258c2767c58c8dce87
出典データセット
uspto-grants-2007_01
特許番号
US07163939B2

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