Water → 2-Acetoxy-4-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]butyronitrile

HRID 1584360ノート

反応式

HRID 1584360 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:23][CH2:24][CH:25]=[O:26])[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][C:11]1[N:12]=[C:13]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[O:14][C:15]=1[CH3:16].[C-:27]#[N:28].[Na+].[C:30]([O:33]C(=O)C)(=O)[CH3:31].O>[Cl-].C([N+](CCCC)(CCCC)CCCC)C1C=CC=CC=1.ClCCl>[C:30]([O:26][CH:25]([CH2:24][CH2:23][C:5]1[CH:6]=[CH:7][C:8]([O:9][CH2:10][C:11]2[N:12]=[C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[O:14][C:15]=2[CH3:16])=[C:3]([O:2][CH3:1])[CH:4]=1)[C:27]#[N:28])(=[O:33])[CH3:31]

参加物

7

反応物 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 8929Sodium CyanideHCID 212244623-[3-Methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]propionaldehyde

生成物 1

HCID 212244242-Acetoxy-4-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]butyronitrile収率 94%

試薬・触媒・溶媒 2

HCID 159952Benzyltributylammonium chloride触媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of 3-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]propionaldehyde (1.79 g), sodium cyanide (0.3 g), acetic anhydride (0.62 g), benzyltributylammonium chloride (0.79 g), water (12 ml) and dichloromethane (35 ml) was stirred for 15 hours at room temperature. The organic layer was separated, which was washed with water and dried (MgSO4), followed by distilling off the solvent. The resulting oily product was subjected to column chromatography on silica gel. From the fraction eluted with ethyl acetate-hexane (1:3, v/v), was obtained 2-acetoxy-4-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]butyronitrile (2.0 g, 94%),

後処理

  1. customThe organic layer was separated
  2. washwhich was washed with water
  3. dry with materialdried (MgSO4)
  4. distillationby distilling off the solvent
  5. washFrom the fraction eluted with ethyl acetate-hexane (1:3

出典と根拠

ORDレコード
ord-6179b7c9046844bdbc563fbefd86fec1
出典データセット
uspto-grants-1999_08
特許番号
US05932601

反応ノート

読み込み中…