Phosphorus oxychloride → Ethyl [2-(4-chlorophenyl)-5-pentyl-1,3-oxazol-4-yl]acetate

HRID 485009Notes

Reaction equation

HRID 485009 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([NH:8][CH:9]([C:16](=[O:22])[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[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:24]=[CH:23][C:5]([C:6]2[O:22][C:16]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[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 13488805Ethyl 3-(4-chlorobenzamido)-4-oxononanoate

Product 1

HCID 13488812Ethyl [2-(4-chlorophenyl)-5-pentyl-1,3-oxazol-4-yl]acetateYield 84.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.0 g of ethyl 3-(4-chlorobenzoylamino)-3-caproylpropionate, 10 ml of dimethylformamide and 1.0 g of phosphorus oxychloride are treated in the same manner as described in Example 1. 1.6 g of ethyl 2-[2-(4-chlorophenyl)-5-n-pentyl-4-oxazolyl]acetate are thereby obtained. Yield: 84.2%.

Sources & evidence

ORD record
ord-d7e62a2776db4e668bd4782a54e66eab
Source dataset
uspto-grants-1985_08
Patent number
US04535089

Reaction notes

Loading…