Sodium hydride → HCID 20287596、化合物

HRID 126733

反応式

HRID 126733 の反応式
[H-].[Na+].[C:3]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]1[C:13](=[O:17])[CH2:14][CH2:15][CH:16]=1)(O)=[O:4].C(Cl)(=O)C([Cl:21])=O>O1CCCC1>[Cl:21][C:3]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]1[C:13](=[O:17])[CH2:14][CH2:15][CH:16]=1)=[O:4]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 65578Oxalyl chlorideHCID 789025-Oxo-1-cyclopentene-1-heptanoic acid

生成物 1

HCID 20287596HCID 20287596、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a suspension of 1.94 g. (0.08 mol) of sodium hydride in 100 ml. of tetrahydrofuran is added with stirring under argon dropwise a solution of 17 g. (0.08 mol) of 2-(6-carboxyhexyl)-cyclopent-2-en-1-one in 160 ml. of tetrahydrofuran. After the addition is complete, the mixture is stirred for 1 hour 15 minutes. The mixture is cooled to 0° C. and 13 ml. of oxalyl chloride is added. The mixture is stirred at 0° C. for 30 minutes and at room temperature for 30 minutes. The solution is diluted with 500 ml. of ether and filtered through Celite. The solvent is removed from the filtrate and the residue is extracted with hot hexane twice. The hexane is removed to give 16.0 g. of the title compound.

後処理

  1. additionTo a suspension of 1.94 g
  2. additionAfter the addition
  3. stirringthe mixture is stirred for 1 hour 15 minutes
  4. stirringThe mixture is stirred at 0° C. for 30 minutes and at room temperature for 30 minutes
  5. additionThe solution is diluted with 500 ml
  6. filtrationof ether and filtered through Celite
  7. customThe solvent is removed from the filtrate
  8. extractionthe residue is extracted with hot hexane twice
  9. customThe hexane is removed
  10. customto give 16.0 g

出典と根拠

ORDレコード
ord-369d883df55844a0a167904338bdb401
出典データセット
uspto-grants-1981_03
特許番号
US04254036

関連ノート

読み込み中…