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Hydrochloric Acid → 11-(5-Chloropentyl)-3,16-dihydroxy-estra-1,3,5(10)-trien-17-one

HRID 967724
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HRID 967724 반응식
C([O:4][C:5]1[CH:22]=[CH:21][C:20]2[C@@H:19]3[C@H:10]([C@H:11]4[C@@:15]([CH2:17][CH:18]3[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][Cl:28])([CH3:16])[C:14](=[O:29])[CH:13](Br)[CH2:12]4)[CH2:9][CH2:8][C:7]=2[CH:6]=1)(=O)C.[OH2:31].[OH-].[Na+].Cl>N1C=CC=CC=1>[Cl:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH:18]1[CH2:17][C@@:15]2([CH3:16])[C@@H:11]([CH2:12][CH:13]([OH:31])[C:14]2=[O:29])[C@H:10]2[C@H:19]1[C:20]1[CH:21]=[CH:22][C:5]([OH:4])=[CH:6][C:7]=1[CH2:8][CH2:9]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 69737675HCID 69737675, 화합물

생성물 1

HCID 6973715111-(5-Chloropentyl)-3,16-dihydroxy-estra-1,3,5(10)-trien-17-one

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A solution of 15.3 g of crude 3-acetoxy-16-bromo-11-(5-chloropentyl)-estra-1,3,5(10)-trien-17-one in 237 ml of pyridine is mixed with 79 ml of water and then with 50 ml of sodium hydroxide solution (1N) and stirred for 24 hours at room temperature. Then, 25 ml of hydrochloric acid (2N) is added, it is evaporated to the dry state in a vacuum, diluted with 11 of ethyl acetate, washed with hydrochloric acid (2N), washed neutral with water, washed with common salt solution, dried on sodium sulfate and evaporated to the dry state in a vacuum. 4.2 g of crude 11-(5-chloropentyl)-3,16-dihydroxy-estra-1,3,5(10)-trien-17-one is obtained, and after chromatography on silica gel with hexane/ethyl acetate, 2.5 g of pure 11-(5-chloropentyl)-3,16-dihydroxy-estra-1,3,5(10)-trien-17-one is obtained.

후처리

  1. customit is evaporated to the dry state in a vacuum
  2. additiondiluted with 11 of ethyl acetate
  3. washwashed with hydrochloric acid (2N)
  4. washwashed neutral with water
  5. washwashed with common salt solution
  6. customdried on sodium sulfate
  7. customevaporated to the dry state in a vacuum

출처 및 근거

ORD 기록
ord-db30fde029854c1f929b1e175389b0e8
출처 데이터셋
uspto-grants-2005_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06956031B2

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