Calcium Carbonate → 4-Hydroxymethyl-N-(2-methoxyphenyl)benzamide

HRID 2450

反応式

HRID 2450 の反応式
Cl[CH2:2][C:3]1[CH:19]=[CH:18][C:6]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])=[O:8])=[CH:5][CH:4]=1.C(=O)([O-])[O-:21].[Ca+2].O1CCOCC1.O>C1COCC1>[OH:21][CH2:2][C:3]1[CH:19]=[CH:18][C:6]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])=[O:8])=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 10112Calcium CarbonateHCID 196899684-Chloromethyl-N-(2-methoxyphenyl)benzamideHCID 218864351,4-Dioxane--water (1/1)

生成物 1

HCID 47920004-Hydroxymethyl-N-(2-methoxyphenyl)benzamide収率 88.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

4-Chloromethyl-N-(2-methoxyphenyl)benzamide (500 mg, 1.81 mmol) and precipitated calcium carbonate (970 mg, 9.7 mmol) were suspended in a dioxane-water (1:1) mixture solution (9 ml) and subjected to 25 hours of heating under reflux. After adding THF (25 ml) and filtering off the formed insoluble materials, the organic solvent was removed by evaporation. The thus obtained residue was extracted with ethyl acetate, and the resulting organic layer was washed with saturated brine and dried on anhydrous magnesium sulfate. After removing the solvent by evaporation, the resulting colorless solid material was purified by subjecting it to a silica gel column chromatography (ether:hexane=3:1), thereby obtaining 411 mg (88.3%) of the title compound in the form of colorless crystals.

後処理

  1. temperatureof heating
  2. temperatureunder reflux
  3. filtrationfiltering off the formed insoluble materials
  4. customthe organic solvent was removed by evaporation
  5. extractionThe thus obtained residue was extracted with ethyl acetate
  6. washthe resulting organic layer was washed with saturated brine
  7. dry with materialdried on anhydrous magnesium sulfate
  8. customAfter removing the solvent
  9. customby evaporation
  10. customthe resulting colorless solid material was purified

出典と根拠

ORDレコード
ord-721576edcf544abdbf97d483a0968b14
出典データセット
uspto-grants-1998_03
特許番号
US05728835

関連ノート

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