Acetone → Dimethyl Sulfate

HRID 2103061ノート

反応式

HRID 2103061 の反応式
[CH3:1][C:2]1[C:7]([CH3:8])=[C:6]([N+:9]([O-:11])=[O:10])[CH:5]=[C:4]([CH3:12])[C:3]=1[OH:13].[C:14]([O-])([O-])=O.[K+].[K+].CC(C)=O.[CH3:24][O:25][S:26]([O:29][CH3:30])(=[O:28])=[O:27]>C(OC(=O)C)C.O>[CH3:14][O:13][C:3]1[C:2]([CH3:1])=[C:7]([CH3:8])[C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[CH3:12].[CH3:24][O:25][S:26]([O:29][CH3:30])(=[O:28])=[O:27]

参加物

8

反応物 4

HCID 180AcetoneHCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 133312472,3,6-Trimethyl-4-nitrophenol

生成物 2

HCID 6497Dimethyl Sulfate収率 5%HCID 224085124-Nitro-2,3,6-trimethylanisole

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

2,3,6-Trimethyl-4-nitrophenol (2.2 g) and K2CO3 (4.0 g) were added to a flask, to which was slowly added acetone (35 mL), followed by dimethylsulfate (2.09 mL) at room temperature. The suspension was then refluxed for 2.5 hours. After it cooled down, 20 mL water was added and stirred for 15 min. The mixture was taken up by water and ethylacetate and the organic phase was washed with brine, dried and evaporated to give 2-methoxy-1,3,4-trimethyl-5-nitrobenzene as an oil (2.3 g, which still contained 5% dimethylsulfate). 1H-NMR, (300 MHz, CDCl3) δ=7.532, (s, 1H), 3.723, (s, 3H), 2.373, (s, 3H), 2.307 (s, 3H), 2.273 (s, 3H) ppm.

後処理

  1. temperatureThe suspension was then refluxed for 2.5 hours
  2. temperatureAfter it cooled down
  3. washthe organic phase was washed with brine
  4. customdried
  5. customevaporated

出典と根拠

ORDレコード
ord-8a5831d684d04dc1ad68b4e7707c9400
出典データセット
uspto-grants-2009_08
特許番号
US07576094B2

反応ノート

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