Dimethyl Sulfate → Benzene, 1,3-dibromo-2-methoxy-

HRID 1042508

反応式

HRID 1042508 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Br:8])[C:3]=1[OH:9].[C:10](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O>C(#N)C>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Br:8])[C:3]=1[O:9][CH3:10]

参加物

5

反応物 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 118472,6-Dibromophenol

生成物 1

HCID 181584Benzene, 1,3-dibromo-2-methoxy-収率 96%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 2,6-dibromophenol (25 g, 0.099 mol), powder potassium carbonate (28 g, 0.2 mol, 2 equiv) and dimethyl sulfate (12.6 g, 0.099 mol) in acetonitrile (400 mL) was kept at reflux with good stirring for 4 hr. After cooling, the solids were removed by filtration and the solvent was removed in a rotary evaporator. The residue was taken in 2:1 heptane/ethyl acetate mixture (800 mL) and washed with water (2×400 mL). The organic layer was dried over sodium sulfate, filtered and the solvent was removed in a rotary evaporator, leaving almost pure 1 (15.5 g, 96%).

後処理

  1. temperatureat reflux
  2. temperatureAfter cooling
  3. customthe solids were removed by filtration
  4. customthe solvent was removed in a rotary evaporator
  5. washwashed with water (2×400 mL)
  6. dry with materialThe organic layer was dried over sodium sulfate
  7. filtrationfiltered
  8. customthe solvent was removed in a rotary evaporator

出典と根拠

ORDレコード
ord-99facb1a8b3543a985521627d332adbc
出典データセット
uspto-grants-2013_10
特許番号
US08557936B2

関連ノート

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