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

HRID 1584360노트

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HRID 1584360 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 159952Benzyltributylammonium chloride촉매HCID 6344Dichloromethane용매

실험 절차

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%),

후처리

  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

출처 및 근거

ORD 기록
ord-6179b7c9046844bdbc563fbefd86fec1
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05932601

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