Ethyl isocyanoacetate → HCID 54574437, compound

HRID 728872Notes

Reaction equation

HRID 728872 reaction equation
[CH2:1]([O:3][C:4](=[O:8])[CH2:5][N+:6]#[C-:7])[CH3:2].[CH2:9]([C:16](=[CH2:19])[CH:17]=[O:18])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>>[CH2:1]([O:3][C:4]([CH:5]1[CH:17]([C:16]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH2:19])[O:18][CH:7]=[N:6]1)=[O:8])[CH3:2]

Participants

3

Reactant 2

HCID 533707Ethyl isocyanoacetateHCID 109097042-BENZYL-PROPENAL

Product 1

HCID 54574437HCID 54574437, compound

Procedure

The starting material is manufactured as follows: By reaction of isocyanoacetic acid ethyl ester with 2-benzyl-propenal in a manner analogous to that described in Example 1 and after purification by column chromatography (silica gel; dichloromethane/ethyl acetate 98:2), 5-(3-phenyl-propen-2-yl)-2-oxazoline-4-carboxylic acid ethyl ester is obtained in the form of a colourless oil, 1H-NMR (CDCl3): 3.33 (s, 2H, CH2); 4.37 (dd, 1H, C(4)--H); 4.87 (s, 1H); 5.07 (dd, 1H, C(5)--H); 5.16 (s, 1H).

Workup

  1. customafter purification by column chromatography (silica gel; dichloromethane/ethyl acetate 98:2)

Sources & evidence

ORD record
ord-d8de549226a841119c9488890a9004ec
Source dataset
uspto-grants-1991_09
Patent number
US05051413

Reaction notes

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