Carbon Dioxide → HCID 15022347、化合物

HRID 1770321ノート

反応式

HRID 1770321 の反応式
[Cl:1][C:2]1[C:3]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:8])=[CH:4][S:5][CH:6]=1.C([Li])CCC.[C:21](=[O:23])=[O:22]>O1CCCC1>[Cl:1][C:2]1[C:3]([C:7]([NH:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[O:8])=[C:4]([C:21]([OH:23])=[O:22])[S:5][CH:6]=1

参加物

5

反応物 3

HCID 280Carbon DioxideHCID 15022346HCID 15022346、化合物HCID 178418339Butyllithium

生成物 1

HCID 15022347HCID 15022347、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-70 °C

実験手順

4-Chlorothiophene-3-carboxanilide (14.6 g, 0.061 mol) is dissolved in 450 ml of tetrahydrofuran, the solution is cooled to -70° C. and n-butyllithium (0.13 mol, 1.6N solution in n-hexane) is added. After 30 minutes, carbon dioxide gas is passed in until the solution is saturated, and the solution is allowed to warm up slowly to room temperature. It is worked up by evaporating to dryness, taking up the solution residue n a mixture of water, sodium hydroxide solution and ethyl acetate, separating the phases and acidifying the aqueous phase with hydrochloric acid. The carboxylic acid is precipitated. Yield: 13.6 g, 78%, mp. 208° to 210° C.

後処理

  1. temperatureto warm up slowly to room temperature
  2. customby evaporating to dryness
  3. additiona mixture of water, sodium hydroxide solution and ethyl acetate
  4. customseparating the phases
  5. customThe carboxylic acid is precipitated

出典と根拠

ORDレコード
ord-5b571bf9dfc741bd9a85e328947bcf45
出典データセット
uspto-grants-1995_01
特許番号
US05386036

反応ノート

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