Water → Ammonium Hydroxide

HRID 130725

反応式

HRID 130725 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[CH3:10].C([O-])([O-])=O.[K+].[K+].Cl[C:18]1[CH:26]=[CH:25][C:21]([C:22]([NH2:24])=[O:23])=[CH:20][N:19]=1.O>CN(C=O)C>[NH4+:19].[OH-:1].[CH:6]([C:5]1[CH:8]=[CH:9][C:2]([O:1][C:18]2[CH:26]=[CH:25][C:21]([C:22]([NH2:24])=[O:23])=[CH:20][N:19]=2)=[C:3]([CH3:10])[CH:4]=1)=[O:7]

参加物

7

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 804566-ChloronicotinamideHCID 1399014-Hydroxy-3-methylbenzaldehyde

生成物 2

HCID 14923Ammonium Hydroxide収率 0.7%HCID 597302736-(4-Formyl-2-methyl-phenoxy)-nicotinamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 4-hydroxy-3-methylbenzaldehyde (1.0 equiv) in DMF (0.2 M solution) was treated with K2CO3 (1.5 equiv) and 6-chloronicotinamide (1.0 equiv). The reaction mixture was placed inside the microwave oven and then irradiated for 5 min. Upon completion of the reaction, the mixture was cooled, poured into H2O and extracted with ethyl acetate, and the combined organic layers were washed twice with water and brine. After drying the extracts over magnesium sulfate and evaporation under vacuum the crude product was purified by silica gel chromatography using CHCl3: EtOH 7%: NH4OH 0.7% to afford the title compound as a solid.

後処理

  1. customirradiated for 5 min
  2. customUpon completion of the reaction
  3. temperaturethe mixture was cooled
  4. extractionextracted with ethyl acetate
  5. washthe combined organic layers were washed twice with water and brine
  6. customAfter drying the extracts
  7. customover magnesium sulfate and evaporation under vacuum the crude product
  8. customwas purified by silica gel chromatography

出典と根拠

ORDレコード
ord-ac9f9a605430414ea11139c1849030e1
出典データセット
uspto-grants-2008_06
特許番号
US07381719B2

関連ノート

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