Water → HCID 47467978、化合物

HRID 453117ノート

反応式

HRID 453117 の反応式
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[C:4]([OH:11])[CH:3]=1.C([O-])([O-])=O.[K+].[K+].[CH2:18]([Br:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.O>C(#N)C>[CH2:18]([Br:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[CH2:18]([O:11][C:4]1[CH:3]=[C:2]([Cl:1])[CH:10]=[CH:9][C:5]=1[C:6]([NH2:8])=[O:7])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

7

反応物 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 137262814-Chloro-2-hydroxybenzamide

生成物 2

HCID 7498Benzyl BromideHCID 47467978HCID 47467978、化合物収率 107.7%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
80 °C

実験手順

To a solution of 4-chloro-2-hydroxybenzamide (0.608 g, 3.54 mmol) in acetonitrile (50 ml) was added dried K2CO3 (1.71 g, 12.40 mmol) followed by benzyl bromide (0.63 ml, 5.32 mmol) and the resulting reaction mixture was refluxed at 80° C. for 16 h. After the completion of the reaction (TLC monitoring), water was added followed by extraction with EtOAc (3×100 ml). The combined organics was dried over anhydrous Na2SO4, filtered and concentrated. The residue was washed repeatedly with hexane to get rid of the excess of benzyl bromide resulting the desired product (0.75 g, 81%).

後処理

  1. customthe resulting reaction mixture
  2. additionwas added
  3. extractionfollowed by extraction with EtOAc (3×100 ml)
  4. dry with materialThe combined organics was dried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. washThe residue was washed repeatedly with hexane

出典と根拠

ORDレコード
ord-7f482b0b6c1e495baffb4737c430c5a2
出典データセット
uspto-grants-2013_07
特許番号
US08492414B2

反応ノート

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