Sodium Hydroxide → (S)-5-((3,4-Dimethoxyphenoxy)methyl)-2-(pyrrolidin-2-yl)oxazole

HRID 710065ノート

反応式

HRID 710065 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][C:27]=1[O:28][CH3:29])[O:6][CH2:7][C:8]1[O:12][C:11]([C@@H:13]2[CH2:17][CH2:16][CH2:15][N:14]2C(OC(C)(C)C)=O)=[N:10][CH:9]=1.Cl.CCOC(C)=O.[OH-].[Na+]>CCOC(C)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][C:27]=1[O:28][CH3:29])[O:6][CH2:7][C:8]1[O:12][C:11]([C@@H:13]2[CH2:17][CH2:16][CH2:15][NH:14]2)=[N:10][CH:9]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 21866389Hydrogen chloride-ethyl acetate3 回HCID 86706778(S)-t-Butyl 2-(5-((3,4-dimethoxyphenoxy)methyl)oxazol-2-yl)pyrrolidine-1-carboxylate

生成物 1

HCID 86706779(S)-5-((3,4-Dimethoxyphenoxy)methyl)-2-(pyrrolidin-2-yl)oxazole収率 71%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To an AcOEt (1 ml) solution of the compound (0.146 g) obtained in Example 19-(5), 4N HCl-AcOEt (0.5 ml) was added and the mixture was stirred at room temperature for 12 hours. After adding 4N HCl-AcOEt (0.5 ml) and stirring for 3 hours, 4N HCl-AcOEt (0.5 ml) was further added and stirring was continued for an hour. After adding an aqueous solution of 2N NaOH and performing extraction with AcOEt, the organic layer was washed with brine, dried (MgSO4), filtered and concentrated to give the titled compound (0.078 g, pale yellow solid.)

後処理

  1. stirringstirring for 3 hours
  2. stirringstirring
  3. waitwas continued for an hour
  4. extractionextraction with AcOEt
  5. washthe organic layer was washed with brine
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-8ef649c83bf946969e768f5ea10a6a0b
出典データセット
uspto-grants-2015_11
特許番号
US09181229B2

反応ノート

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