Water → HCID 22820395, 화합물

HRID 1156048노트

반응식

HRID 1156048 반응식
[OH:1][C@H:2]1[C@H:7]([CH3:8])[CH2:6][C@H:5]2[C@H:9]3[C:18]([CH2:19][CH2:20][C@:3]12[CH3:4])=[C:17]1[C:12](=[CH:13][C:14](=[O:21])[CH2:15][CH2:16]1)[CH2:11][CH2:10]3.CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.O>CC(C)=O>[CH3:8][C@@H:7]1[CH2:6][C@H:5]2[C@H:9]3[C:18]([CH2:19][CH2:20][C@:3]2([CH3:4])[C:2]1=[O:1])=[C:17]1[C:12](=[CH:13][C:14](=[O:21])[CH2:15][CH2:16]1)[CH2:11][CH2:10]3

참가 물질

5

반응물 3

HCID 962WaterHCID 22820402HCID 22820402, 화합물HCID 131709961Jones' reagent

생성물 1

HCID 22820395HCID 22820395, 화합물수율 94.6%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A solution of 4.58 g of 17β-hydroxy-16α-methyl-4,9(10)-estradien-3-one (prepared according to 1[e]) in 200 ml of acetone is combined under ice water cooling dropwise with 8.5 ml of Jones reagent (J. Chem. Soc. [London] 1946, 39). The mixture is stirred, after this addition, at room temperature for 20 minutes, thereafter poured into water, and extracted with methylene chloride. The methylene chloride extracts are washed with saturated sodium chloride solution, dried over sodium sulfate, and concentrated. Crystallization from ethyl acetate/diisopropyl ether yields 4.3 g of 16α-methyl-4,9(10)-estradiene-3,17-dione, m.p. 140°-143° C.

후처리

  1. additionafter this addition
  2. extractionextracted with methylene chloride
  3. washThe methylene chloride extracts are washed with saturated sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. customCrystallization from ethyl acetate/diisopropyl ether

출처 및 근거

ORD 기록
ord-d160266597d841239d88eb2c8ae60c85
출처 데이터셋
uspto-grants-1982_06
특허 번호
US04333928

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