Sodium Carbonate → 1-(2,4,5-Trimethoxybenzoyl)-3-phenyl-3-(2-hydroxyethyl)pyrrolidine

HRID 323342

반응식

HRID 323342 반응식
[C:1]1([C:7]2([CH2:12][CH2:13][OH:14])[CH2:11][CH2:10][NH:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[Na+].[Na+].[CH3:21][O:22][C:23]1[CH:31]=[C:30]([O:32][CH3:33])[C:29]([O:34][CH3:35])=[CH:28][C:24]=1[C:25](Cl)=[O:26].C(OCC)(=O)C.C(O)C>C(OCC)(=O)C.O.C(OCC)(=O)C>[CH3:21][O:22][C:23]1[CH:31]=[C:30]([O:32][CH3:33])[C:29]([O:34][CH3:35])=[CH:28][C:24]=1[C:25]([N:9]1[CH2:10][CH2:11][C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([CH2:12][CH2:13][OH:14])[CH2:8]1)=[O:26]

참가 물질

7

반응물 4

HCID 10340Sodium CarbonateHCID 27608092,4,5-Trimethoxybenzoyl chlorideHCID 184645642-(3-Phenylpyrrolidin-3-yl)ethanolHCID 21584252Ethanol ethylacetate

생성물 1

HCID 184648671-(2,4,5-Trimethoxybenzoyl)-3-phenyl-3-(2-hydroxyethyl)pyrrolidine

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 22728543Water ethylacetate용매

실험 절차

Combine 3-phenyl-3-(2-hydroxyethyl)pyrrolidine (1.8 mmol) and sodium carbonate (0.76 g, 7.2 mmol) in ethyl acetate/water (10 mL/10 mL). With stirring, add a solution of 2,4,5-trimethoxybenzoyl chloride (1.1 g, 1.8 mmol) in ethyl acetate (1 mL). After 18 hours, separate the layers and extract the aqueous layer twice with ethyl acetate. Combine the organic layers, dry over Na2SO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with 9/1 ethyl acetate/ethanol to give the title compound.

후처리

  1. customseparate the layers
  2. extractionextract the aqueous layer twice with ethyl acetate
  3. dry with materialdry over Na2SO4
  4. filtrationfilter
  5. customevaporate in vacuo
  6. customto give a residue

출처 및 근거

ORD 기록
ord-aa360c8fa2a5439d806f2f4ba8a49f94
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211199B1

연결된 노트

불러오는 중…