Hydrochloric Acid → HCID 54455690、化合物

HRID 1076963ノート

反応式

HRID 1076963 の反応式
[C:1]([CH2:5][C:6]1(C(OC)=O)[C@@H:10]([CH:11]=[CH:12][CH:13]([OH:19])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:9][C@H:8](C(OC)=O)[C:7]1=[O:24])([O:3]C)=[O:2].[OH-].[Na+].Cl>O.CO>[OH:19][CH:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH:12]=[CH:11][C@@H:10]1[CH2:9][CH2:8][C:7](=[O:24])[C@H:6]1[CH2:5][C:1]([OH:3])=[O:2]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70601232HCID 70601232、化合物

生成物 1

HCID 54455690HCID 54455690、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

A suspension of dimethyl trans-1-(carbomethoxymethyl)-5-(3-hydroxy-1-octenyl)-2-oxo-1,3-cyclopentanedicarboxylate (26.24 g), described in Example 42, in a solution of sodium hydroxide (12 g) in 70 ml of water and 80 ml of methanol is heated at reflux for 2 hr. The reaction mixture is cooled, acidified to pH 6 with 2N HCl. The resulting oil is extracted with ether. The ether extract is washed with water, dried (MgSO4) and the solvent removed. The residue is subjected to chromatography on silica gel (850 g). Elution with methanol-chloroform (1:9) yields the title compound, νmaxfilm 3350, 1727 cm-1. The corresponding methyl ester of the title compound, prepared by treatment with diazomethane, has νmaxfilm 3412, 1737 cm-1.

後処理

  1. temperatureis heated
  2. temperatureat reflux for 2 hr
  3. temperatureThe reaction mixture is cooled
  4. extractionThe resulting oil is extracted with ether
  5. extractionThe ether extract
  6. washis washed with water
  7. dry with materialdried (MgSO4)
  8. customthe solvent removed
  9. washElution with methanol-chloroform (1:9)

出典と根拠

ORDレコード
ord-5c40d387413b43ef8d7ae1060ec1414b
出典データセット
uspto-grants-1976_05
特許番号
US03959263

反応ノート

読み込み中…