Sulfamic Acid → Furan-2,5-dicarboxylic Acid Monobenzyl Ester

HRID 34098

反応式

HRID 34098 の反応式
[CH2:1]([O:8][C:9]([C:11]1[O:12][C:13]([CH:16]=[O:17])=[CH:14][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(=O)(=O)([OH:20])N.Cl([O-])=O.[Na+].P([O-])(O)(O)=O.[K+].S([O-])([O-])(=O)=S.[Na+].[Na+]>C(#N)C.O>[CH2:1]([O:8][C:9]([C:11]1[O:12][C:13]([C:16]([OH:20])=[O:17])=[CH:14][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

8

反応物 5

HCID 5987Sulfamic AcidHCID 24477Sodium ThiosulfateHCID 516951Monobasic potassium phosphateHCID 23668197Sodium ChloriteHCID 600347885-Formyl-2-furancarboxylic acid benzyl ester

生成物 1

HCID 16091220Furan-2,5-dicarboxylic Acid Monobenzyl Ester収率 99.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6342Acetonitrile溶媒

反応条件

温度
0 °C

実験手順

490 mg of 5-formylfuran-2-carboxylic acid benzyl ester was dissolved in 10 mL of acetonitrile, and added with a solution containing 413 mg of sulfamic acid in 5 mL of water. After cooling to 0° C., a solution containing 202 mg of sodium chlorite and 232 mg of potassium dihydrogen phosphate in 5 mL of water was added dropwise. After cooling at this temperature for 30 minutes, sodium thiosulfate aqueous solution was added at 0° C. to stop the reaction, and extracted with a mixture of tetrahydrofuran and ethyl acetate. The organic phase was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off to afford 520 mg of the title compound as white crystals.

後処理

  1. additionadded with a solution
  2. additionwas added dropwise
  3. temperatureAfter cooling at this temperature for 30 minutes
  4. customthe reaction
  5. extractionextracted with a mixture of tetrahydrofuran and ethyl acetate
  6. washThe organic phase was washed with water and saturated brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationThe solvent was distilled off

出典と根拠

ORDレコード
ord-c6f74879b55d4a9f9448b3912936560b
出典データセット
uspto-grants-2008_09
特許番号
US07429609B2

関連ノート

読み込み中…