Atropaldehyde → HCID 54546224, compound

HRID 1682309Notes

Reaction equation

HRID 1682309 reaction equation
[CH3:1][O:2][C:3](=[O:7])[CH2:4][N+:5]#[C-:6].[C:8]1([C:14](=[CH2:17])[CH:15]=[O:16])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[CH3:1][O:2][C:3]([CH:4]1[CH:15]([C:14]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH2:17])[O:16][CH:6]=[N:5]1)=[O:7]

Participants

3

Reactant 2

HCID 10312AtropaldehydeHCID 547815Methyl isocyanoacetate

Product 1

HCID 54546224HCID 54546224, compound

Procedure

By reaction of isocyanoacetic acid methyl ester with 2-phenylacrolein in a manner analogous to that described in Example 1, and after purification by column chromatography (silica gel; dichloromethane/methanol 97.5:2.5), 5-(1-phenyl-vinyl)-2-oxazoline-4-carboxylic acid methyl ester is obtained in the form of a pale yellow oil. 1H-NMR (CDCl3) 3.80 (s, 3H, CH3); 4.45 (dd, 1H, C(4)-H); 5.76 (d, 1H, C(5)-H).

Workup

  1. customafter purification by column chromatography (silica gel; dichloromethane/methanol 97.5:2.5)

Sources & evidence

ORD record
ord-1fd68ee5f1fa45d48f21de0c3367b6d8
Source dataset
uspto-grants-1992_12
Patent number
US05175344

Reaction notes

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