Carbon Dioxide → HCID 15022347、化合物

HRID 1589987ノート

反応式

HRID 1589987 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]>C1COCC1>[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 THF and the solution is cooled to -70° C.; n-butyllithium (0.13 mol, 1.6N solution in n-hexane) is then added. After 30 minutes, carbon dioxide is gassed in until the solution was saturated, and the solution is allowed to heat up slowly to room temperature. It is then concentrated to dryness, the solid residue is taken up in a mixture of water, sodium hydroxide solution and ethyl acetate, the phases are separated and the aqueous phase is acidified with hydrochloric acid, thus precipitating the carboxylic acid. Yield: 13.5 g, 78%; m.p. 208°-210° C. (active ingredient no. 2.008).

後処理

  1. temperatureto heat up slowly to room temperature
  2. concentrationIt is then concentrated to dryness
  3. additionthe solid residue is taken up in a mixture of water, sodium hydroxide solution and ethyl acetate
  4. customthe phases are separated
  5. customthus precipitating the carboxylic acid

出典と根拠

ORDレコード
ord-504a0433cc944b5997c532a394f181b4
出典データセット
uspto-grants-1993_04
特許番号
US05201934

反応ノート

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