Hydrochloric Acid → (3aR,6aS)-Octahydrocyclopenta[c]pyrrol-5-ol--hydrogen chloride (1/1)

HRID 2367166ノート

反応式

HRID 2367166 の反応式
CC(OC([N:8]1[CH2:15][C@H:14]2[C@H:10]([CH2:11][CH:12]([OH:16])[CH2:13]2)[CH2:9]1)=O)(C)C.[ClH:17]>O1CCOCC1.ClCCCl.C(OCC)C>[CH2:11]1[CH:12]([OH:16])[CH2:13][C@@H:14]2[C@H:10]1[CH2:9][NH:8][CH2:15]2.[ClH:17]

参加物

6

反応物 2

HCID 313Hydrochloric AcidHCID 20753133(Meso-3aR,5r,6aS)-tert-butyl 5-hydroxyhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate

生成物 1

HCID 67281394(3aR,6aS)-Octahydrocyclopenta[c]pyrrol-5-ol--hydrogen chloride (1/1)

試薬・触媒・溶媒 3

HCID 111,2-Dichloroethane溶媒HCID 3283Diethyl Ether溶媒HCID 312751,4-Dioxane溶媒2 回

実験手順

3.00 g (13.20 mmol) of tert-butyl (3aR,5r,6aS)-5-hydroxyhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate (see synthesis: WO 2006/108 059) are dissolved in 150 mL of a 2/1 mixture of dioxane and 1,2-dichloroethane. 30 mL (120 mmol) of a 4N solution of hydrogen chloride in dioxane are poured into the medium with stirring. After stirring for 3 hours at room temperature, the medium is concentrated to dryness and the product obtained in hydrochloride form is taken up in diethyl ether for organization of the salt. After filtering off and drying under reduced pressure, 1.745 g (81%) of the expected product are obtained in the form of a hygroscopic solid.

後処理

  1. stirringAfter stirring for 3 hours at room temperature
  2. concentrationthe medium is concentrated to dryness
  3. customthe product obtained in hydrochloride form
  4. filtrationAfter filtering off
  5. dry with materialdrying under reduced pressure, 1.745 g (81%) of the expected product
  6. customare obtained in the form of a hygroscopic solid

出典と根拠

ORDレコード
ord-4d1494385ebc4c37be8a521a83e13e0f
出典データセット
uspto-grants-2014_04
特許番号
US08697883B2

反応ノート

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