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

HRID 967724
ノート
印刷プレビュー

反応式

HRID 967724 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 69737675HCID 69737675、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-db30fde029854c1f929b1e175389b0e8
出典データセット
uspto-grants-2005_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06956031B2

反応ノート

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