Hydrochloric Acid → (S)-2-{2-[2-(3-Methoxyphenyl)ethyl]phenoxymethyl}pyrrolidine

HRID 743282ノート

反応式

HRID 743282 の反応式
Cl.C(OC([N:9]1[CH2:13][CH2:12][CH2:11][C@H:10]1[CH2:14][O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH2:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH3:31])[CH:25]=1)=O)(C)(C)C>O1CCOCC1>[CH3:31][O:30][C:26]1[CH:25]=[C:24]([CH2:23][CH2:22][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[O:15][CH2:14][C@@H:10]2[CH2:11][CH2:12][CH2:13][NH:9]2)[CH:29]=[CH:28][CH:27]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 53745428(S)-1-t-Butoxycarbonyl-2-{2-[2-(3-methoxyphenyl) ethyl]phenoxymethyl}pyrrolidine

生成物 1

HCID 53750852(S)-2-{2-[2-(3-Methoxyphenyl)ethyl]phenoxymethyl}pyrrolidine収率 73%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

5 ml of a 4N solution of hydrogen chloride in dioxane were added to a solution of 1.65 g of (S)-1-t-butoxycarbonyl-2-{2-[2-(3-methoxyphenyl)ethyl]phenoxymethyl}pyrrolidine [prepared as described in step (a) above] in 5 ml of dioxane, and the resulting mixture was allowed to stand at room temperature for 2.5 hours. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, and the resulting oily residue was purified by column chromatography through silica gel, using a 20:1 by volume mixture of methylene chloride and methanol as the eluent, to give 910 mg (yield 73%) of the title compound as a colorless oil.

後処理

  1. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
  2. customthe resulting oily residue was purified by column chromatography through silica gel
  3. additionby volume mixture of methylene chloride and methanol as the eluent

出典と根拠

ORDレコード
ord-c2ce19f38b9f473385c1f42fbefb86a9
出典データセット
uspto-grants-1996_09
特許番号
US05556864

反応ノート

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