Potassium Acetate → HCID 70616378, 화합물

HRID 372745노트

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HRID 372745 반응식
[F:1][CH:2]([F:22])[C@:3]12[CH2:19][CH2:18][C@H:17]3[C@@H:8]([CH2:9][CH2:10][C:11]4[C@@H:16]3[CH2:15][CH2:14][C:13](=[O:20])[CH:12]=4)[C@@H:7]1[CH2:6][CH2:5][C@@H:4]2[OH:21].C([O-])(=O)C.[K+]>CC(C)=O.S(=O)(=O)(O)O.C(OCC)(=O)C.O.O.O.[Cr]>[F:1][CH:2]([F:22])[C@:3]12[CH2:19][CH2:18][C@H:17]3[C@@H:8]([CH2:9][CH2:10][C:11]4[C@@H:16]3[CH2:15][CH2:14][C:13](=[O:20])[CH:12]=4)[C@@H:7]1[CH2:6][CH2:5][C:4]2=[O:21]

참가 물질

7

반응물 2

HCID 517044Potassium AcetateHCID 57106661HCID 57106661, 화합물

생성물 1

HCID 70616378HCID 70616378, 화합물

시약·촉매·용매 4

HCID 14787Chromium trihydroxide촉매HCID 180Acetone용매HCID 1118Sulfuric Acid용매HCID 8857Ethyl Acetate용매

실험 절차

310 mg of crude 18,18-difluoro-17β-hydroxy-oestr-4-en-3-one (18,18-difluoro-19-nor-testosterone) are dissolved in 40 ml of acetone and oxidised for 5 minutes at 0° C with about 1.5 equivalents of a 8 N solution of chromium-VI oxide in dilute sulphuric acid (Jones reagent). Saturated potassium acetate solution is added to the reaction mixture and the resulting mixture is diluted with ethyl acetate and the organic layer is washed with a saturated sodium chloride solution until neutral, dried and evaporated in an aspirator vacuum. The resulting residue is dissolved in a mixture of hexane/ethyl acetate (2:1) and filtered through 20 times the amount by weight of silica gel. The evaporated fractions give 18,18-difluoro-oestr-4-ene-3,17-dione, which after recrystallisation from methylene chloride/hexane melts at 186°-189° C. IR spectrum: 1745, 1670 and 1620 cm-1.

후처리

  1. washthe organic layer is washed with a saturated sodium chloride solution until neutral,
  2. customdried
  3. customevaporated in an aspirator vacuum
  4. dissolutionThe resulting residue is dissolved in a mixture of hexane/ethyl acetate (2:1)
  5. filtrationfiltered through 20 times the amount by weight of silica gel

출처 및 근거

ORD 기록
ord-31e54f2af1ba4b53847f6f7d0814e505
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04092310

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