Water → HCID 47467978, 화합물

HRID 453117노트

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HRID 453117 반응식
[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

참가 물질

7

반응물 4

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

생성물 2

HCID 7498Benzyl BromideHCID 47467978HCID 47467978, 화합물수율 107.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
80 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-7f482b0b6c1e495baffb4737c430c5a2
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492414B2

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