Hydrochloric Acid → HCID 54455690, 화합물

HRID 1076963노트

반응식

HRID 1076963 반응식
[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]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70601232HCID 70601232, 화합물

생성물 1

HCID 54455690HCID 54455690, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-5c40d387413b43ef8d7ae1060ec1414b
출처 데이터셋
uspto-grants-1976_05
특허 번호
US03959263

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