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

HRID 743282노트

반응식

HRID 743282 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c2ce19f38b9f473385c1f42fbefb86a9
출처 데이터셋
uspto-grants-1996_09
특허 번호
US05556864

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