Triethylamine → HCID 19591478、化合物

HRID 849380ノート

反応式

HRID 849380 の反応式
O[CH2:2][C:3]1[CH:4]=[C:5]([C:13]([O:15][CH3:16])=[O:14])[C:6](=[CH:11][CH:12]=1)[C:7]([O:9][CH3:10])=[O:8].CS(Cl)(=O)=O.[CH2:22]([N:24](CC)CC)C>C(OCC)(=O)C>[C:22]([CH2:2][C:3]1[CH:4]=[C:5]([C:13]([O:15][CH3:16])=[O:14])[C:6](=[CH:11][CH:12]=1)[C:7]([O:9][CH3:10])=[O:8])#[N:24]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 22345632Dimethyl 4-hydroxymethylphthalate

生成物 1

HCID 19591478HCID 19591478、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

1.30 g of dimethyl 4-hydroxymethylphthalate was dissolved in 15 ml of ethyl acetate, and 0.58 ml of methanesulfonyl chloride and 1.55 ml of triethylamine were added under cooling with ice with stirring, followed by stirring at room temperature overnight. Insoluble matters were filtered off, and then, the solvent was distilled off under reduced pressure. The residue was dissolved in 13 ml of dimethylformamide, and then, 0.54 g of sodium cyanide was added, followed by stirring at room temperature for 3 hours. The reaction solution was extracted by an addition of ethyl ether and water, and the organic layer was post-treated in accordance with a usual method. Then, the product was purified by silica gel column chromatography (hexane/ethyl acetate=2/1) to obtain 0.78 g of the above identified compound as a colorless oily substance.

後処理

  1. temperatureunder cooling with ice
  2. stirringby stirring at room temperature overnight
  3. filtrationInsoluble matters were filtered off
  4. distillationthe solvent was distilled off under reduced pressure
  5. dissolutionThe residue was dissolved in 13 ml of dimethylformamide
  6. addition0.54 g of sodium cyanide was added
  7. stirringby stirring at room temperature for 3 hours
  8. extractionThe reaction solution was extracted by an addition of ethyl ether and water
  9. additionthe organic layer was post-treated in accordance with a usual method
  10. customThen, the product was purified by silica gel column chromatography (hexane/ethyl acetate=2/1)
  11. customto obtain 0.78 g of the

出典と根拠

ORDレコード
ord-7643ca17232348899c526ac3adc62518
出典データセット
uspto-grants-2000_01
特許番号
US06011174

反応ノート

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