Carbon Dioxide → 9H-Thioxanthene-9-carboxylic acid

HRID 581648

反応式

HRID 581648 の反応式
[CH:1]1[C:14]2[CH2:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[Li]CCCC.[C:20](=[O:22])=[O:21]>C1COCC1>[CH:1]1[C:14]2[CH:13]([C:20]([OH:22])=[O:21])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 280Carbon DioxideHCID 67495ThioxantheneHCID 178418339Butyllithium

生成物 1

HCID 125156549H-Thioxanthene-9-carboxylic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Thioxanthene, 9.1 g, was dissolved in 100 mL of dry THF. The solution was cooled in an ice bath and n-BuLi (24 mL of 2.5M solution) was added dropwise. The red solution was stirred at room temperature for one hour. Powdered CO2 was added (ca. 150 g) causing formation of a white precipitate. After stirring an additional hour the mixture was evaporated and the residue dissolved in water. The aqueous solution was extracted with CH2Cl2, and neutralized with HCl. The precipitated product was dissolved in ether, dried and evaporated producing thioxanthene-9-carboxylic acid as a white solid (8.8 g): 1H NMR (DMSO-d6) δ 5.25 (s, 1H), 7.30 (m, 4H), 7.49 (m, 4H), 12.60 (s, 1H).

後処理

  1. temperatureThe solution was cooled in an ice bath
  2. stirringAfter stirring an additional hour the mixture
  3. customwas evaporated
  4. dissolutionthe residue dissolved in water
  5. extractionThe aqueous solution was extracted with CH2Cl2
  6. dissolutionThe precipitated product was dissolved in ether
  7. customdried
  8. customevaporated

出典と根拠

ORDレコード
ord-bf628bdd78d341a59b8a4d25a45ea027
出典データセット
uspto-grants-1999_07
特許番号
US05922558

関連ノート

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