Oxalyl chloride → (2R)-2-{4-[4-(Trifluoromethyl)phenoxy]phenoxy}propanoyl chloride

HRID 638510Notes

Reaction equation

HRID 638510 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:21]=[CH:20][C:6]([O:7][C:8]2[CH:19]=[CH:18][C:11]([O:12][C@H:13]([CH3:17])[C:14](O)=[O:15])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.C(Cl)(=O)C([Cl:27])=O>CN(C)C=O.CCOCC>[F:1][C:2]([F:23])([F:22])[C:3]1[CH:21]=[CH:20][C:6]([O:7][C:8]2[CH:19]=[CH:18][C:11]([O:12][C@H:13]([CH3:17])[C:14]([Cl:27])=[O:15])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chloride2×HCID 12905973HCID 12905973, compound

Product 1

HCID 12906016(2R)-2-{4-[4-(Trifluoromethyl)phenoxy]phenoxy}propanoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 3283Diethyl EtherSolvent

Procedure

To a solution of (R)-2-[4-(4-trifluoromethylphenoxy)phenoxy]-propanoic acid (1.62 g., 4.96 mm), ether (20 ml) and dimethylformamide (about 2 drops) is added slowly oxalyl chloride (0.8 ml., 2 eq.). After addition of oxalyl chloride, the reaction mixture is stirred at room temperature for one hour. The mixture is then concentrated to give the acid chloride, (R)-2-[4-(4-trifluoromethylphenoxy)phenoxy]propanoyl chloride.

Workup

  1. concentrationThe mixture is then concentrated

Sources & evidence

ORD record
ord-ad5e48ed9d7341fc9883d850d3bff79d
Source dataset
uspto-grants-1985_12
Patent number
US04561882

Reaction notes

Loading…