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Water → HCID 67368697, 화합물

HRID 1472963
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HRID 1472963 반응식
C(N(CC)CC)C.C(O[C@@H:12]1[C@H:18]2[C@H:19]3[C@H:28]([CH2:29][CH2:30][C@:15]2([CH2:16][CH3:17])[C:14](=[O:33])[CH2:13]1)[C@@H:27]1[C:22](=[CH:23][C:24](=[O:31])[CH2:25][CH2:26]1)[CH:21]([OH:32])[CH2:20]3)(=O)C.O>CCO>[OH:32][CH:21]1[C:22]2[C@H:27]([CH2:26][CH2:25][C:24](=[O:31])[CH:23]=2)[C@@H:28]2[C@H:19]([C@H:18]3[C@@:15]([CH2:30][CH2:29]2)([CH2:16][CH3:17])[C:14](=[O:33])[CH:13]=[CH:12]3)[CH2:20]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 8471TriethylamineHCID 67370071HCID 67370071, 화합물

생성물 1

HCID 67368697HCID 67368697, 화합물수율 34%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Triethylamine (0.5 ml, 3.6 mmol) was added to a suspension of 15α-acetoxy-6-hydroxy-18-methyl-estr-4-en-3,17-dione (0.5 g, 1.4 mmol) in EtOH (3 ml). The mixture was heated under reflux for 2 h, cooled to room temperature and then water (30 ml) was added. The mixture was extracted with ethyl acetate (30 ml), the organic layer was washed with water (50 ml), dried and the solvent removed. The crude product was purified by flash chromatography on silica gel eluting with diisopropyl ether/ethyl acetate (7/3) to afford pure 6-hydroxy-18-methyl-estra-4,15-dien-3,17-dione (0.14 g, yield: 34%) as an oil.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2 h
  3. extractionThe mixture was extracted with ethyl acetate (30 ml)
  4. washthe organic layer was washed with water (50 ml)
  5. customdried
  6. customthe solvent removed
  7. customThe crude product was purified by flash chromatography on silica gel eluting with diisopropyl ether/ethyl acetate (7/3)

출처 및 근거

ORD 기록
ord-23594e44eb8a44a68d951083e5bb5dda
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09012667B2

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