Acetone → 16-Azido-3-methoxyestra-1(10),2,4-trien-17-one

HRID 1050287노트

반응식

HRID 1050287 반응식
[N:1]([C@@H:4]1[CH2:9][C@H:8]2[C@H:10]3[C@H:19]([CH2:20][CH2:21][C@:6]2([CH3:7])[C@H:5]1[OH:24])[C:18]1[CH:17]=[CH:16][C:15]([O:22][CH3:23])=[CH:14][C:13]=1[CH2:12][CH2:11]3)=[N+:2]=[N-:3].CC(C)=O.C(O)(C)C>S(=O)(=O)(O)O.[O-2].[O-2].[O-2].[Cr+6]>[N:1]([C@@H:4]1[CH2:9][C@H:8]2[C@H:10]3[C@H:19]([CH2:20][CH2:21][C@:6]2([CH3:7])[C:5]1=[O:24])[C:18]1[CH:17]=[CH:16][C:15]([O:22][CH3:23])=[CH:14][C:13]=1[CH2:12][CH2:11]3)=[N+:2]=[N-:3]

참가 물질

6

반응물 3

HCID 180AcetoneHCID 3776IsopropanolHCID 21723401HCID 21723401, 화합물

생성물 1

HCID 16265816-Azido-3-methoxyestra-1(10),2,4-trien-17-one

시약·촉매·용매 2

HCID 10219390chromium (VI) trioxide촉매HCID 1118Sulfuric Acid용매

실험 절차

To a solution of 20 g 16α-azido-3-methoxy-estra-1,3,5(10)-triene-17β-ol in 11 acetone, 40 ml of 8 N chromium trioxide solution in conc. sulfuric acid is added dropwise at 0° C. and under stirring. After 2 h, 2 ml isopropanol are added and the reaction product is precipitated in crystalline form by dropwise addition of water. The product is filtered off, washed with water, dried and recrystallized from acetone/water. Yield: 16 g (81%), F=118-122° C.; [α]D+405°. IR: 1747 cm (CO), 2095 (N3).

후처리

  1. customthe reaction product is precipitated in crystalline form by dropwise addition of water
  2. filtrationThe product is filtered off
  3. washwashed with water
  4. customdried
  5. customrecrystallized from acetone/water
  6. customYield: 16 g (81%), F=118-122° C.

출처 및 근거

ORD 기록
ord-47b6e540f34d4cbba60c0197cc9738c5
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09382288B2

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