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

HRID 323342

反応式

HRID 323342 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 22728543Water ethylacetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-aa360c8fa2a5439d806f2f4ba8a49f94
出典データセット
uspto-grants-2001_04
特許番号
US06211199B1

関連ノート

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