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N,N-Dimethylaniline → 16beta-Ethyl-17beta-(2-methylvaleryl)oxyacetoxy-4-estren-3-one

HRID 64724
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HRID 64724 반응식
[CH2:1]([C@H:3]1[CH2:8][C@H:7]2[C@H:9]3[C@H:18]([CH2:19][CH2:20][C@:5]2([CH3:6])[C@H:4]1[O:22][C:23](=[O:26])[CH2:24][OH:25])[C@@H:17]1[C:12](=[CH:13][C:14](=[O:21])[CH2:15][CH2:16]1)[CH2:11][CH2:10]3)[CH3:2].CN(C)C1C=CC=CC=1.[CH3:36][CH:37]([CH2:41][CH2:42][CH3:43])[C:38](Cl)=[O:39]>ClCCl.C(OCC)(=O)C>[CH2:1]([C@H:3]1[CH2:8][C@H:7]2[C@H:9]3[C@H:18]([CH2:19][CH2:20][C@:5]2([CH3:6])[C@H:4]1[O:22][C:23](=[O:26])[CH2:24][O:25][C:38](=[O:39])[CH:37]([CH3:36])[CH2:41][CH2:42][CH3:43])[C@@H:17]1[C:12](=[CH:13][C:14](=[O:21])[CH2:15][CH2:16]1)[CH2:11][CH2:10]3)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 949N,N-DimethylanilineHCID 1073852-Methylvaleryl chlorideHCID 7046644116beta-Ethyl-17beta-glycoloyloxy-4-estren-3-one

생성물 1

HCID 7046693016beta-Ethyl-17beta-(2-methylvaleryl)oxyacetoxy-4-estren-3-one수율 19.8%

시약·촉매·용매 2

HCID 6344Dichloromethane용매
HCID 8857
Ethyl Acetate
용매

실험 절차

In 20 ml of dichloromethane are dissolved 0.5 g of 16β-ethyl-17β-glycoloyloxy-4-estren-3-one and 0.2 ml of N,N-dimethylaniline, and 0.5 g of 2-methylvaleryl chloride is added to the above solution. The mixture is refluxed for 6 hours. After cooling, the reaction mixture is diluted with 150 ml of ethyl acetate and dried over anhydrous magnesium sulfate. The solvent is then distilled off under reduced pressure and the residue is subjected to column chromatography. Following passage of 200 ml of diisopropyl ether-n-hexane (2:8), elution is carried out with 500 ml of a 1:1 mixture of the same solvents. The eluate is evaporated under reduced pressure to remove the solvent, giving 0.126 g of the above-identified compound as a light-yellow viscous oil.

후처리

  1. additionis added to the above solution
  2. temperatureThe mixture is refluxed for 6 hours
  3. temperatureAfter cooling
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe solvent is then distilled off under reduced pressure
  6. washpassage of 200 ml of diisopropyl ether-n-hexane (2:8), elution
  7. additionis carried out with 500 ml of a 1:1 mixture of the same solvents
  8. customThe eluate is evaporated under reduced pressure
  9. customto remove the solvent

출처 및 근거

ORD 기록
ord-6c373de8ad0a482ca08749a90e9f07a1
출처 데이터셋
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04609650

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