Phosphorus oxychloride → Ethyl 2-[2-(4-chlorophenyl)-5-isobutyl-4-oxazolyl]acetate

HRID 485006Notes

Reaction equation

HRID 485006 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([NH:8][CH:9]([C:16](=[O:21])[CH2:17][CH:18]([CH3:20])[CH3:19])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=O)=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)=O>CN(C)C=O>[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]2[O:21][C:16]([CH2:17][CH:18]([CH3:20])[CH3:19])=[C:9]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[N:8]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 13488803Ethyl 3-(4-chlorobenzoylamino)-3-isovalerylpropionate

Product 1

HCID 13488809Ethyl 2-[2-(4-chlorophenyl)-5-isobutyl-4-oxazolyl]acetateYield 63.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.5 g of ethyl 3-(4-chlorobenzoylamino)-3-isovalerylpropionate, 10 ml of dimethylformamide and 2.3 g of phosphorus oxychloride are treated in the same manner as described in Example 1. 1.5 g of ethyl 2-[2-(4-chlorophenyl)-5-isobutyl-4-oxazolyl]acetate are thereby obtained. Yield: 63.3%.

Sources & evidence

ORD record
ord-dbab9ff1965e449eaa0ccf8d6cf3a510
Source dataset
uspto-grants-1985_08
Patent number
US04535089

Reaction notes

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